St. Vincent
St. Vincent & the Grenadines
Bareboat Yacht Charter
Luxury Catamaran & Sailing Yacht Charter
St. Vincent & the Grenadines
Sail the Untamed Heart of the Caribbean
Rising dramatically from the Caribbean Sea, St. Vincent is an island of raw beauty, deep history, and authentic sailing adventure — a compelling destination for luxury bareboat sailing yachts and catamarans seeking something beyond the ordinary. Volcanic peaks plunge into emerald bays, lush rainforests frame the coastline, and centuries of cultural heritage give every anchorage a sense of place, inspiring curiosity and exploration.
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Historically known to its Indigenous Kalinago people as Hairouna, the “Land of the Blessed,” St. Vincent played a pivotal role in Caribbean history. The island witnessed fierce resistance during the Carib Wars, later became a contested prize between French and British colonial powers, and ultimately emerged as the heart of Saint Vincent and the Grenadines, gaining independence in 1979. This layered past is still visible today — in coastal villages, plantation ruins, and the proud spirit of its people — adding cultural depth to every shore excursion.
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For bareboat sailing yachts and catamarans, St. Vincent’s leeward (west) coast offers the safest and most popular anchorages, well protected from the easterly trade winds and ideal for monohulls and catamarans alike. Blue Lagoon and Young Island Cut, near Kingstown, serve as the primary gateway to the country, offering marina facilities, customs clearance, fuel, water, and provisioning—an excellent starting point for a luxury bareboat itinerary that ensures peace of mind for your journey.
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Cruising north along the coast reveals a string of picturesque bays and authentic anchorages. Cumberland Bay is one of the island’s most favored stops, with good holding, calm conditions, and a friendly shoreline dotted with small beach bars where steel pan music drifts across the water at sunset. Wallilabou Bay, sheltered and cinematic, is famous as a filming location for Pirates of the Caribbean and offers a memorable overnight anchorage steeped in atmosphere. Further north, Chateaubelair Bay provides reliable protection, a welcoming village, and waterfront restaurants just steps from your dinghy landing.
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Smaller anchorages such as Troumakar Bay and Kearton’s Bay reward experienced sailors with quiet nights, dramatic scenery, and a strong connection to local life. Many of these bays feature black-sand or dark-golden beaches — a striking contrast to the turquoise sea — formed by the island’s volcanic origins. While St. Vincent is less about long resort beaches, it excels in untouched coastal landscapes, rainforest-backed coves, and a sense of discovery rarely found elsewhere in the Caribbean.
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Ashore, highlights include vibrant Kingstown, with its historic market, colonial architecture, and nearby Botanical Gardens, among the oldest in the Western Hemisphere. Adventurous sailors often arrange excursions inland to hike near La Soufrière volcano, explore waterfalls, or experience the island’s rich agricultural traditions. Cultural events such as Vincy Mas, the island’s colorful summer carnival, bring music, dance, and energy to the capital and surrounding bays, offering exclusive opportunities to enjoy the authentic Caribbean spirit in style.
From a sailing perspective, St. Vincent is both a destination and a gateway. Its anchorages offer secure stops before continuing south to Bequia, Mayreau, Mustique, the Tobago Cays, and Union Island, some of the most celebrated cruising grounds in the world. While prudent seamanship is always advised — including daylight arrivals and basic onboard security — the island remains a rewarding and memorable stop for luxury bareboat bareboat sailing yachts and catamarans sailors seeking authenticity, scenery, and history.
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Sailing St. Vincent is about more than dropping anchor; it is about experiencing a Caribbean island that feels powerful, genuine, and beautifully untamed. For discerning yacht and catamaran crews, it delivers a rare blend of cultural richness, dramatic nature, and inviting anchorages — the perfect prelude to the enchantment of the Grenadines beyond.
St. Vincent
Luxury Bareboat Yacht Charter
Discover the Iconic Bays of St. Vincent
Kingstown
The Living Heartbeat of St. Vincent
Step ashore in Kingstown, the historic capital of St. Vincent and the Grenadines, where colonial stone arches, vibrant markets, and Caribbean rhythm meet. As the island’s cultural and commercial hub, Kingstown offers sailors an authentic port of entry and a lively contrast to the tranquil anchorages of the Grenadines.
Young Island Cut
A Sheltered Anchorage Steeped in History
Drop anchor in the calm waters of Young Island Cut, where luxury yachts and catamarans rest beneath the historic silhouette of Fort Duvernette. Just minutes from Kingstown, this protected anchorage blends maritime heritage, relaxed beach life, and easy island access before sailing south.
Buccament Bay
Where Gentle Shores Meet Caribbean Elegance
Bathed in warm light and framed by rolling green hills, Buccament Bay offers luxury bareboat yachts and catamarans a serene Caribbean refuge. Calm anchoring waters, a sweeping dark-sand beach, and stylish beachfront escapes invite sailors to slow the rhythm and savor St. Vincent at its most elegant.
Wallilabou Bay
A Cinematic Anchorage in the Wild Heart of St. Vincent
Naturally sheltered and rich in atmosphere, Wallilabou Bay welcomes luxury bareboat yachts and catamarans into calm waters framed by rainforest hills. Famous for its film history, dark-sand beaches, and laid-back beach bars, it is a timeless Caribbean anchorage where stories, sunsets, and sailing freedom converge.
Cumberland Bay
Where St. Vincent’s Heart Meets the Sea
Sheltered and welcoming, Cumberland Bay is one of St. Vincent’s most beloved anchorages for luxury bareboat yachts and catamarans. Calm waters, lush hills, dark-sand beaches, and vibrant beach bars create an authentic Caribbean setting where culture, music, and relaxed island life unfold at anchor.
Chateaubelair ​
Sailing Into the Heart of Vincentian History
Remote, powerful, and deeply authentic, Chateaubelair invites luxury bareboat yachts and catamarans to anchor along St. Vincent’s dramatic northwest coast. Wide bays, volcanic beaches, and rich island heritage combine with local hospitality to create a raw, unforgettable sailing experience shaped by nature and history.
Kearton’s Bay
A Warm Welcome on St. Vincent’s Leeward Shore
Calm and inviting, Kearton’s Bay is a favorite anchorage for luxury bareboat sailing yachts and catamarans sailing St. Vincent’s west coast. Sheltered waters, a picturesque dark-sand beach, and friendly beach bars create a relaxed Caribbean stop where local hospitality, sunset views, and unhurried island life come together effortlessly.
The Grenadines
The Dreaming Grounds of Caribbean Sailing
Stretching between St. Vincent and Grenada, the Grenadines are a sailor’s paradise of turquoise lagoons, palm-fringed cays, and effortless island hopping. From Bequia and Mustique to Canouan, Mayreau, Tobago Cays, Union Island, Palm Island, and Petit St. Vincent, the Grenadines unfold as a chain of turquoise lagoons and palm-fringed cays. Perfect anchorages, steady trade winds, and effortless barefoot luxury define one of the world’s finest cruising destinations.
Read More - The Grenadines ›
Bequia
The Caribbean’s Hidden Sailing Gem
Discover Bequia, a serene Caribbean escape perfect for luxury bareboat sailing and catamaran charters. Explore turquoise bays, vibrant coral reefs, and pristine beaches while enjoying barefoot luxury. Anchor in secluded coves, stroll charming island villages, and soak in breathtaking sunsets—an idyllic destination for adventure, relaxation, and unforgettable island-hopping experiences.
Union Island
The Spirit of Caribbean Sailing Freedom
Experience Union Island the vibrant heart of the southern Grenadines, where dramatic peaks, turquoise lagoons, and authentic Caribbean culture meet. Sail into Clifton Harbour, explore world-class kitesurfing waters, lively beach bars, and secluded anchorages—an unforgettable highlight on any luxury yacht or catamaran sailing adventure.
Canouan
The Pinnacle of Sophisticated Sailing in the Grenadines
Perfectly positioned at the center of the Grenadines, Canouan blends pristine nature with world-class yachting infrastructure. Secure anchorages, a premier marina, radiant white-sand beaches, and effortless island sophistication make it an essential destination for luxury bareboat sailing yachts and catamarans cruising these legendary waters.
Tobago Cays
The Untouched Heart of Caribbean Sailing
Encircled by the legendary Horseshoe Reef, the Tobago Cays offer pure, unspoiled cruising for luxury bareboat yachts and catamarans. Five uninhabited islands, crystal-clear lagoons, and world-class anchoring create a protected marine sanctuary where sailing, snorkeling, and barefoot freedom define the ultimate Grenadines experience.
Mustique
Exclusive Elegance in the Heart of the Grenadines
Mustique is the ultimate Caribbean icon of privacy and prestige—an exclusive island of pristine beaches, emerald hills, and refined barefoot luxury. Sail into crystal-clear anchorages, discover hidden coves, and experience legendary island elegance aboard a luxury yacht or catamaran charter in the Grenadines.
Mayreau
Authentic Caribbean Beauty in the Heart of the Grenadines
Mayreau is the Caribbean at its most intimate—an unspoiled jewel of the Grenadines where turquoise lagoons, powder-soft beaches, and barefoot island life define luxury sailing. Anchor off Salt Whistle Bay, explore hidden coves, and experience pure serenity on a yacht or catamaran charter.
Island Hopping Through the Windward Islands
Turquoise lagoons, volcanic silhouettes, and pure Caribbean sailing freedom
Dominica
The Island of Untouched Caribbean Beauty
Discover Dominica, the Caribbean’s wild, emerald sanctuary. Sail into a world of waterfalls, steaming hot springs, volcanic peaks, and rainforest-lined bays. Perfect for adventurous yacht charters, Dominica offers pristine anchorages, vibrant marine life, and authentic island culture — a rare paradise where nature still reigns pure, powerful, and breathtaking
Martinique
The Caribbean’s French Paradise
Set sail around Martinique, where vibrant French-Creole culture meets turquoise waters and lush volcanic landscapes. Explore secluded bays, pristine beaches, and charming harbors aboard a luxury bareboat sailing yacht or catamaran charter. Experience unforgettable Caribbean island-hopping adventures, serene anchorages, and the perfect blend of relaxation and exploration.
St. Lucia
Sail the Emerald Jewel of the Southern Caribbean
Discover St. Lucia, a dream destination for luxury bareboat sailing yacht and catamaran charters. Cruise beneath the iconic Pitons, explore turquoise bays, soak in volcanic beaches, and enjoy world-class snorkeling. With steady trade winds and breathtaking scenery, St. Lucia is the perfect blend of adventure, relaxation, and Caribbean romance.
St. Vincent & The Grenadines
The Ultimate Caribbean Sailing Escape
Discover the untouched beauty of St. Vincent & The Grenadines, a paradise of emerald islands, turquoise lagoons, and world-class sailing routes. Perfect for luxury bareboat yacht and luxury catamaran charters, this idyllic chain offers steady trade winds, pristine anchorages, vibrant marine life, and effortless island-hopping across one of the Caribbean’s most breathtaking archipelagos.
Carriacou
Tranquil Island Charm & Caribbean Serenity
Discover Carriacou, a serene gem of the Grenadines, where crystal-clear waters, secluded beaches, and vibrant coral reefs await. Sail aboard a luxury bareboat catamaran or sailing yacht and explore charming villages, lush landscapes, and peaceful anchorages. Carriacou offers the perfect blend of relaxation, adventure, and authentic Caribbean island life.
Grenada
The Spice Island of the Caribbean
Set sail from Grenada and discover the magic of the southern Caribbean. Known as the “Spice Island,” Grenada offers lush rainforests, pristine beaches, vibrant marine life, and perfect trade winds for bareboat yacht and catamaran charters. Explore secluded bays, island-hop to Carriacou and Petite Martinique, and embrace true Caribbean freedom.
Barbados
Caribbean Elegance & Sailing Paradise
Discover Barbados, where dazzling turquoise waters, soft white-sand beaches, and rich island heritage create an unforgettable sailing escape. Anchor off calm, sheltered bays, explore vibrant coastal towns, snorkel coral reefs filled with marine life, and experience Barbados’ legendary warmth and rhythm. A perfect blend of culture, nature, and world-class Caribbean sailing.
Trinidad & Tobago
Where Culture Meets Caribbean Adventure
Explore Trinidad & Tobago, a vibrant twin-island paradise where lively festivals, pristine beaches, and lush rainforests await. Sail along turquoise waters, discover secluded coves, and immerse yourself in local culture, music, and cuisine. From Tobago’s tranquil shores to Trinidad’s bustling spirit, these islands promise unforgettable Caribbean adventures.
Set Sail into Caribbean Freedom
Embarking on a luxury bareboat sailing yacht or catamaran charter in St. Vincent and the Grenadines is far more than a holiday—it is an intimate journey through one of the world’s most celebrated cruising grounds. This extraordinary island chain unfolds as a mosaic of pristine beaches, turquoise lagoons, vibrant coral reefs, and secluded anchorages, accessible only by sea. Each day begins with endless horizons, gentle trade winds, and the freedom to sail at your own pace, discovering hidden coves where the Caribbean remains untouched and authentically beautiful.
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From the lush volcanic landscapes of St. Vincent to the relaxed charm of Bequia, the exclusivity of Mustique, and the barefoot simplicity of Mayreau, every island reveals its own distinct character. Cruise onward to the protected waters of the Tobago Cays, where uninhabited islets and crystal-clear lagoons create a natural marine sanctuary, then continue south to Canouan, Palm Island, Petit St. Vincent, and Union Island, each offering safe anchorages, vibrant local culture, and unforgettable sailing moments. Whether snorkeling with sea turtles, exploring colorful reefs, or stepping ashore to a quiet beach bar, the Grenadines reward curiosity at every turn, inspiring a sense of wonder and adventure.
Evenings are shaped by simple pleasures—fresh Caribbean cuisine enjoyed under starlit skies, a rum punch shared on the beach, or golden sunsets viewed from the deck at anchor. Here, every bay and every sail becomes part of a story defined by freedom, elegance, and connection to the sea, fostering a sense of tranquility and belonging.
A sailing charter through St. Vincent and the Grenadines offers a perfect blend of adventure, luxury, and tranquility. Discover Caribbean cruising at its finest—timeless, radiant, and waiting for you to explore at your own pace. Book your unforgettable sailing experience today.
Bareboat Charters - Yacht Rentals
Grenada
Bareboat Yacht Charter
Luxury Catamarans & Sailing Yachts
Discover Grenada & the Grenadines
Embark on an exclusive sailing journey through St. Vincent & the Grenadines aboard a luxury bareboat sailing yacht or premium catamaran charter—an exceptional escape for travelers who value freedom, tranquility, and authentic Caribbean elegance.
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Our carefully selected fleet, ranging from 40 to 65 feet, features expansive sun decks, refined interiors, and exceptional comfort for smooth cruising through St. Vincent’s dramatic coastal waters and the turquoise lagoons of the Grenadines. Whether you choose to captain the yacht yourself or sail with a professional skipper, every passage reflects the effortless rhythm of island life.
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Begin your adventure in St. Vincent, then sail south to the storybook harbor of Bequia, the exclusive shores of Mustique, the laid-back beauty of Canouan and Mayreau, and the protected marine sanctuary of the Tobago Cays. Continue to Union Island, Palm Island, and Petit St. Vincent, where secluded anchorages, vibrant reefs, and powder-soft beaches await. Each day reveals new pleasures—snorkeling with sea turtles, paddleboarding across glassy lagoons, enjoying freshly grilled seafood at a beach bar, or watching the sun melt into the horizon from the privacy of your deck.
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Set sail through St. Vincent & the Grenadines, where luxury sailing meets natural beauty and unhurried discovery. Here, every mile brings a more profound sense of freedom, every anchorage a new perspective, and every sunset a memory shaped by the open sea.
St. Vincent
Bareboat Sailing Yacht Charter
Luxury Sailing Yachts
Bareboat • Skippered • Crewed
Experience St. Vincent & the Grenadines aboard a luxury bareboat sailing yacht or catamaran charter, where freedom, privacy, and understated elegance unfold across some of the Caribbean’s most beautiful cruising grounds.
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Our hand-selected fleet, ranging from 37 to 65 feet, features premium sailing yachts and catamarans from renowned builders such as Dufour, Jeanneau, Sun Odyssey, Bavaria, and Hanse. Designed for performance, stability, and comfort, each yacht is perfectly suited for smooth passages along St. Vincent’s dramatic coastline and through the crystal-clear lagoons of Bequia, Mustique, Canouan, Mayreau, Union Island, and the protected Tobago Cays.
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Accommodating up to 12 guests, every yacht offers spacious air-conditioned cabins, fully equipped galleys, and generous deck areas ideal for sunbathing, alfresco dining, and stargazing at anchor. Whether you are an experienced sailor or setting out on your first tropical voyage, a St. Vincent & the Grenadines charter promises unhurried exploration, breathtaking scenery, and the pure freedom of sailing at your own pace.
Begin your voyage in St. Vincent, the gateway to one of the Caribbean’s most iconic sailing regions, and cruise south through a chain of islands that defines tropical perfection. Discover the welcoming harbor of Bequia, the exclusive shores of Mustique, the refined elegance of Canouan, and the relaxed charm of Mayreau before dropping anchor in the legendary Tobago Cays, where crystal-clear lagoons and vibrant coral reefs invite endless exploration. Continue on to Union Island, with its lively atmosphere and sweeping views across the Grenadines.
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For a truly personalized experience, choose a skippered charter with an experienced local captain and enhance your voyage with a private hostess or chef. This seamless combination of expert navigation, attentive service, and barefoot luxury allows you to relax completely while uncovering the finest anchorages and hidden gems of St. Vincent & the Grenadines.
Set sail through St. Vincent & the Grenadines, where each island reveals a new horizon, every trade wind carries the promise of adventure, and every day on the water becomes a lasting memory shaped by freedom and the open sea.
St. Vincent
Bareboat Catamaran Charter
Luxury Catamarans
Bareboat • Skippered • Crewed
Experience the pure freedom of a luxury bareboat catamaran charter in St. Vincent & the Grenadines, where steady trade winds, luminous turquoise lagoons, and naturally protected anchorages create one of the Caribbean’s most captivating sailing destinations. Calm seas and short passages encourage an unhurried pace, inviting you to explore, relax, and fully embrace the rhythm of island life under sail.
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Cruise aboard the latest-generation catamarans from Lagoon, Bali, Fountaine Pajot, Catana, and Dufour, ranging from 40 to 65 feet. Designed for contemporary living at sea, these yachts deliver exceptional stability, generous space, and refined comfort—perfect for cruising along St. Vincent’s dramatic coastline and island-hopping through Bequia, Mustique, Canouan, Mayreau, Union Island, and the legendary Tobago Cays.
Your catamaran becomes a private floating sanctuary, thoughtfully crafted for relaxed luxury. Expansive lounging decks and open-air dining spaces invite long, sun-drenched days at anchor, while light-filled panoramic salons frame endless Caribbean views. Elevated flybridges create the perfect setting for sunset cocktails and starlit evenings, and spacious en-suite cabins offer peaceful retreats after days of discovery. With shallow drafts, you can anchor close to shore in crystal-clear bays, stepping effortlessly from your yacht into the turquoise heart of the Grenadines.
Embark on an unforgettable sailing escape through St. Vincent & the Grenadines, where turquoise seas, vibrant coral reefs, and naturally sheltered anchorages define the essence of Caribbean cruising.
​Begin your journey along the lush coast of St. Vincent, then sail south into a necklace of islands renowned for their beauty and ease of navigation. Discover the welcoming harbor of Bequia, the refined exclusivity of Mustique, the elegance of Canouan, and the laid-back charm of Mayreau, before dropping anchor in the legendary Tobago Cays—a protected marine sanctuary of dazzling lagoons and pristine reefs among the most iconic anchorages in the Caribbean. Snorkel straight from your yacht, swim in crystal-clear shallows, unwind at relaxed beach bars, and watch spectacular sunsets melt into the horizon. Each anchorage offers calm waters, effortless swimming, and an atmosphere that invites you to slow down and savor island life.
Choose a bareboat catamaran charter for complete independence, or sail with an experienced skipper who knows every hidden bay and reef. Elevate your voyage further with a private hostess or onboard chef, blending seamless service with barefoot luxury at sea.
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Set sail through St. Vincent & the Grenadines, where the Caribbean feels natural, welcoming, and beautifully free—and every day under sail becomes a memory to treasure.
St. Vincent
Luxury Crewed Yacht Charter
Professional Crews * Personalized Service
If you are seeking a truly extraordinary yachting experience beyond the traditional bareboat charter, discover our exclusive collection of luxury fully crewed yachts in St. Vincent and the Grenadines. Here, refined service, bespoke experiences, and the relaxed elegance of Caribbean island life come together amid emerald-green hills, sheltered turquoise bays, and some of the Southern Caribbean’s most rewarding cruising grounds.
Our elite St. Vincent & the Grenadines crewed yacht charters combine exceptional comfort with world-class service, thoughtfully tailored to your personal wishes. A fully crewed yacht charter invites you into a world of effortless luxury—where barefoot sophistication replaces formality, trade winds carry the scent of spices, and calm seas lead you from one idyllic anchorage to the next.
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Discover a meticulously curated fleet of luxury and ultra-luxury yachts, including elegant sailing yachts, stylish motor yachts, spacious catamarans, and magnificent superyachts. Each vessel is a floating sanctuary of refined design and craftsmanship, offering expansive decks, beautifully appointed interiors, and an atmosphere perfectly suited to the relaxed yet refined Caribbean cruising lifestyle.
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Step aboard your private floating five-star retreat, where an experienced captain and attentive crew handle every detail with discretion and care. From gourmet cuisine inspired by fresh local flavors and personalized itineraries to snorkeling, paddleboarding, and unforgettable sunset moments at anchor, your journey unfolds in seamless comfort and sophistication.
Cruise the naturally sheltered waters of St. Vincent & the Grenadines, beginning along St. Vincent’s lush leeward coast before sailing south into one of the Caribbean’s most enchanting island chains. Anchor in scenic bays framed by volcanic hills, then continue to the timeless beauty of Bequia, Mustique, Canouan, Mayreau, Union Island, and the legendary Tobago Cays, where crystal-clear lagoons, vibrant coral reefs, and powder-white beaches remain accessible only by yacht.
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Wake each morning in tranquil anchorages surrounded by dramatic landscapes, swim in luminous waters alive with tropical marine life, and enjoy beautifully prepared meals beneath open Caribbean skies. Whether your vision includes effortless island-hopping, secluded bays far from the crowds, or relaxed afternoons at authentic beach bars, St. Vincent & the Grenadines deliver a sailing experience defined by freedom, natural beauty, and quiet sophistication.
This is more than a sailing holiday—it is a refined island escape where privacy, comfort, and personalized service create a world entirely your own. Discover St. Vincent & the Grenadines at their most captivating, wrapped in the ease and elegance of a luxury yacht charter designed around you.
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Explore St. Vincent
Sail through St. Vincent's most spectacular bays and discover the island’s hidden treasures
Kingstown
The Living Heartbeat of St. Vincent
Kingstown, the lively capital of St. Vincent and the Grenadines, offers luxury bareboat sailors and catamaran crews a captivating glimpse into the island's rich culture and history.
Set along a deep natural harbor, the city combines 19th-century colonial architecture, vibrant street life, and centuries of maritime heritage.
While Kingstown is not typically a tranquil overnight anchorage, it plays an essential role on any Grenadines sailing itinerary as a practical port of entry and an enriching cultural stop before continuing south toward the quieter islands.
Founded by the French in 1722 and later shaped by British rule from 1763, Kingstown earned its nickname, the "City of Arches," from the elegant Georgian stone arcades that still line parts of the old town. For more than 200 years, the harbor served as the commercial gateway for sugar, cotton, and banana exports, anchoring the city's importance as the administrative and economic center of St. Vincent.
Historic landmarks such as St. George's Anglican Cathedral and the striking St. Mary's Cathedral of the Assumption—an unusual blend of Moorish, Byzantine, and Romanesque styles—add depth and character to the skyline, inviting sailors to explore and appreciate the island's layered history.
The main harbor is deep, busy with commercial traffic and ferries, and exposed to swell, making it less suitable for relaxed overnight anchoring. Most luxury bareboat yachts and catamarans prefer to anchor just south of the city, where conditions are calmer, and security is better. Blue Lagoon, only a short taxi ride from Kingstown, is the most popular and safest option, offering full marina services and excellent protection behind a reef—especially ideal for catamarans.
Young Island Cut is another favored choice, where professionally managed mooring buoys provide convenient access for customs clearance and quick visits ashore. Kingstown Bay itself is best reserved for short daytime stops, while Villa Beach can work for brief stays, though currents and holding require attention.
South of the capital, the coastline softens into inviting bays and beaches that feel worlds away from the city's bustle. Villa Beach is the closest and most popular, with golden sand and shallow, clear water perfect for a refreshing swim after clearing in. Just beyond, Indian Bay offers a more secluded atmosphere, with rocky edges that attract snorkelers and a distinctly tropical feel. Rising high above the harbor, Fort Charlotte crowns a ridge overlooking Kingstown, rewarding visitors with sweeping panoramic views of the city, the anchorage below, and the northern Grenadines stretching into the distance.
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Dining and beach bars around Kingstown reflect the city's lively, authentic character. Along Bay Street, the historic Cobblestone Inn—set in a former 19th-century sugar warehouse—offers classic Caribbean dishes amid the rhythm of the port. At Villa Beach, Flowt Beach Bar draws sailors and locals alike with its relaxed daytime vibe and energetic Sunday sundowners, while the French Verandah provides a more refined waterfront dining experience, ideal for a quiet evening away from the city's noise.
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Kingstown truly comes alive during its cultural events. The city's market is a highlight year-round, especially on Friday and Saturday mornings, when stalls overflow with tropical fruit, spices, fresh fish, and local crafts.
Just north of the center, the St. Vincent Botanical Gardens—established in 1765 and the oldest in the Western Hemisphere—offer a peaceful retreat and a glimpse into the island's botanical legacy, including a descendant of Captain Bligh's original breadfruit tree.
During Vincy Mas, held from late June into early July, Kingstown transforms into the pulsating heart of Carnival, with colorful parades, music-filled streets, and legendary celebrations such as J'Ouvert and Mardi Gras. In December, the unique Nine Mornings festival fills the early hours with caroling, cycling, and concerts, providing sailors with authentic local traditions and vibrant cultural experiences ashore.
For luxury bareboat sailing yachts and catamarans, Kingstown is less about lingering at anchor and more about connection—connecting with history, culture, and the vibrant energy of St. Vincent before sailing onward. As a port of entry and cultural gateway, it adds depth and authenticity to any Grenadines voyage, offering a memorable contrast to the serene bays and island hideaways that await further south.
Young Island Cut
A Sheltered Anchorage Steeped in History
From a sailing perspective, Young Island Cut is one of the safest and most practical anchorages near Kingstown. The narrow passage provides good protection from swell, with generally calm water and reliable holding.
Most visiting yachts and catamarans use the professionally managed mooring buoys maintained by local operators, making this an easy and secure stop for both overnight stays and customs clearance. The anchorage is well-suited to catamarans and sailing yachts, offering enough space to swing comfortably while remaining close to shore, beaches, and transport links into Kingstown, ensuring peace of mind for your stay.
Ashore, the setting shifts quickly from a functional harbor to a tropical escape. Young Island's small beaches and quiet coves invite swimming and paddleboarding straight from the boat, while the surrounding waters are ideal for a refreshing dip after a day of sailing. The sheltered shoreline facing the cut offers picturesque views back toward St. Vincent's green hills and the ever-present silhouette of Fort Duvernette rising from the sea.
Beach bars and dining around Young Island Cut foster a friendly, social environment that makes sailors feel at home. Flowt Beach Bar at nearby Villa Beach is a popular spot, known for its lively vibe, sunset cocktails, and weekend gatherings that often draw crews from anchored yachts.
On Young Island itself, the private resort welcomes visiting sailors for drinks or dinner by arrangement, offering a relaxed yet refined setting where toes-in-the-sand dining meets gentle trade-wind breezes. The area strikes a perfect balance between local energy and laid-back luxury.
One of the true highlights of the anchorage is Fort Duvernette. Adventurous sailors can arrange a short boat ride and climb the steep stairway carved into the rock, leading to the summit. From the top, sweeping panoramic views unfold over Kingstown, Young Island Cut, and the southern coastline of St. Vincent—a breathtaking reward that turns history into an unforgettable experience.
The fort also hosts occasional cultural events, weddings, and concerts, adding a vibrant, modern touch to its historic role and inviting curiosity about local culture.
Throughout the year, Young Island Cut benefits from its proximity to Kingstown's vibrant cultural calendar. During Vincy Mas in late June and early July, the anchorage becomes a peaceful refuge by night and a lively base for daytime Carnival celebrations in the capital.
Seasonal beach events, sundowners, and local gatherings at nearby bars create a welcoming, relaxed atmosphere that invites sailors to experience local culture without the intensity of a busy marina scene.
For luxury bareboat sailing yachts and catamarans, Young Island Cut and Fort Duvernette offer an ideal blend of safety, scenery, and story. It is a place to drop the hook, watch the sun set behind volcanic hills, and feel connected to St. Vincent's maritime heritage.
This anchorage is as practical as it is atmospheric, and a memorable gateway between the mainland's cultural pulse and the island calm of the Grenadines beyond.
Buccament Bay
Where Gentle Shores Meet Caribbean Elegance
Nestled along the southwestern coast of St. Vincent, Buccament Bay is a graceful blend of natural beauty, cultural heritage, and relaxed Caribbean elegance—an appealing destination for luxury bareboat sailing yachts and catamarans.
Opening wide to the Caribbean Sea and framed by rolling green hills, the bay offers an inviting pause between coastal passages, where comfort, scenery, and island life come together.
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Buccament Bay’s history reflects St. Vincent’s colonial and agricultural past. Once surrounded by plantations and coastal estates, the area later evolved into a center for fishing and small-scale trade.
Over time, Buccament developed into one of the island’s more recognized coastal destinations, balancing modern touches with a strong connection to local traditions and the natural landscape that defines the island.
For sailors, Buccament Bay is a well-known and popular anchorage, primarily valued for its accessibility and calm conditions in settled weather. The bay provides ample space and generally good holding for both monohulls and catamarans, with anchoring typically done in the shallower areas closer to shore. While more open than some northern bays, it remains a favored stop thanks to its scenic setting and easy access to shore amenities.
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The bay is distinctly picturesque, with a long sweep of dark volcanic sand bordered by palm trees and gentle hills. The contrast between the black-sand beach and the clear turquoise water creates a striking visual experience unique to St. Vincent. Swimming, paddleboarding, and relaxed beach walks are popular here, particularly in the calm morning hours.​
Buccament Bay offers a lively yet refined beach bar and dining scene, where sailors can step ashore for casual lunches, sunset cocktails, and local cuisine. Nearby resorts and beachfront venues add options for spa visits, live music evenings, and relaxed social gatherings, without overwhelming the bay’s natural appeal. The atmosphere remains unhurried and welcoming, appealing to crews seeking both tranquility and light social interaction.
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As a highlight of St. Vincent’s coast, Buccament Bay offers convenient access to Kingstown, the island’s capital, and nearby cultural attractions, including historic sites, markets, and the famous St. Vincent Botanical Gardens. Seasonal festivals and island-wide events, including carnival celebrations and cultural showcases, bring additional energy to the area, especially during the summer months.
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Sailing into Buccament Bay offers luxury bareboat yachts and catamarans a rewarding blend of scenery, comfort, and authentic island character. Spacious, scenic, and culturally connected, the bay stands as a memorable anchorage where the rhythm of the Caribbean slows, inviting sailors to relax, explore, and enjoy the essence of St. Vincent from the water.
Wallilabou Bay
A Cinematic Anchorage in the Wild Heart of St. Vincent
Tucked into rainforest-covered hills on St. Vincent's leeward coast, Wallilabou Bay stands out as a prime destination for luxury sailing yachts and catamarans seeking calm, sheltered waters. Its cinematic history, authentic island vibe, and scenic beauty make it a must-visit stop on any St. Vincent sailing itinerary, enticing luxury travelers and boaters alike.
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Wallilabou’s rich history blends maritime tradition with pop culture. Once a quiet fishing harbor protected by steep terrain, it gained fame as a Pirates of the Caribbean filming location. Preserved set pieces along the waterfront add a mythical charm, making the bay a distinctive destination for luxury travelers interested in local heritage and film history.
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For sailors, Wallilabou Bay offers a safe, accessible anchorage ideal for monohulls and catamarans cruising St. Vincent’s west coast. Well shielded from easterly winds and swell, it provides calm waters, good holding, and straightforward anchoring-perfect for relaxed overnight stays or layovers, especially when arriving in daylight to appreciate the bay’s shape and depths.
The bay itself is picturesque and intimate, with dark volcanic sand beaches gently curving beneath towering green slopes. The surrounding rainforest creates a sense of seclusion, while the open western aspect delivers spectacular sunsets over the Caribbean Sea. Swimming and paddleboarding are popular in the calm, clear waters close to shore.
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Wallilabou’s beach bars and small restaurants are an essential part of the experience. Dinghy ashore to enjoy fresh seafood, local dishes, and rum cocktails served just steps from the water. Evenings often come alive with reggae rhythms, casual gatherings, and friendly conversation between sailors and locals—capturing the relaxed social spirit that defines cruising St. Vincent and inviting visitors to feel part of the local community.
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Beyond the bay, Wallilabou offers easy access to nearby villages, waterfalls, and scenic inland hikes, providing opportunities to explore the island’s lush interior. Cultural celebrations and community events throughout the year add further depth, especially during festival seasons when music and color animate the coastline.
Sailing into Wallilabou Bay feels like stepping into a hidden world—secure, soulful, and deeply connected to St. Vincent’s identity. For luxury bareboat sailors, it is a place to drop anchor, slow the pace, and experience the Caribbean as it once was: natural, welcoming, and full of stories carried on the evening breeze.
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Cumberland Bay
Where St. Vincent’s Heart Meets the Sea
Nestled along the lush leeward coast of St. Vincent, Cumberland Bay is one of the island’s most inviting stops for luxury bareboat sailing yachts and catamarans, celebrated for its calm waters, friendly vibe, and rich local character. Framed by steep emerald hills and opening west toward the Caribbean Sea, the bay offers a timeless setting where nature, culture, and sailing freedom blend seamlessly.
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Cumberland’s history is deeply rooted in St. Vincent’s agricultural past. Once home to sugar and coconut plantations during the colonial era, the area evolved into a close-knit coastal community shaped by fishing traditions and maritime life. Today, remnants of plantation history and village life coexist, offering visiting sailors an authentic glimpse into Vincentian heritage while maintaining a relaxed, unspoiled charm that enriches the experience.
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For sailors, Cumberland Bay is regarded as one of the safest and most popular anchorages on St. Vincent. The bay is well protected from the prevailing easterly trade winds, with good holding in sand and mud, making it suitable for both monohulls and catamarans. The calm, spacious anchorage offers peace of mind for overnight stays, swim stops, or longer layovers, and is frequently monitored by local boat boys who assist with moorings and shore access, fostering a sense of security.
The shoreline reveals a picturesque bay with a dark-sand beach backed by tropical vegetation and gently swaying palms. The calm waters invite swimming and paddleboarding, while the surrounding hills create a dramatic natural amphitheater, magnificent at sunset when the light turns golden across the bay.
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Cumberland is famous among sailors for its lively yet laid-back beach bars and restaurants, many of which are accessible directly by dinghy. Evenings often feature fresh seafood, local specialties, and spontaneous steel pan and reggae performances, turning the beach into a social hub without losing its authentic island feel. These informal gatherings are a highlight of any stay and reflect the warmth and hospitality of the local community.
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Beyond the bay, Cumberland serves as an excellent base for exploring St. Vincent’s interior. Guided hikes to waterfalls, rainforest trails, and panoramic viewpoints are easily arranged, providing a rewarding contrast to life afloat. Seasonal cultural celebrations and village events add further depth, especially during festivals when music and dance spill onto the shoreline, inviting visitors to immerse themselves in local culture.
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Sailing into Cumberland Bay is more than a simple stop—it is an immersion into the rhythm of St. Vincent itself. Safe, scenic, and full of character, the bay remains a favorite among experienced cruisers seeking a genuine Caribbean experience, where luxury is defined not by formality, but by space, nature, and the freedom to sail at your own pace.
Chateaubelair
Sailing Into the Heart of Vincentian History
Chateaubelair, affectionately known as “Chateau,” lies along the rugged northwest coast of St. Vincent and offers luxury bareboat sailing yachts and catamarans an experience that feels profoundly authentic and deeply connected to the island’s soul.
As the fourth-largest town on the island and the gateway to St. Vincent’s wild northern landscapes, it remains refreshingly uncommercialized, shaped by fishing traditions, fertile farmland, and a proud maritime heritage. Its scenic coastline, rich history, and local culture make it a must-visit destination for travelers and sailors seeking genuine Caribbean experiences.
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Long before European arrival, this coast was part of Hairoun, the “Land of the Blessed,” home to the Kalinago people who valued the area’s rich soils and strategic vantage points. The French name Château Belair, meaning “Beautiful Castle,” reflects early colonial influence, but Chateaubelair's history of resistance, including Chief Joseph Chatoyer's fight against British rule, invites cultural explorers to connect deeply with the island's resilient spirit.
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For sailors, Chateaubelair Bay is broad, deep, and dramatic, rewarding careful navigation with one of the island’s most memorable anchorages. The northeast corner of the bay offers the best protection from swell and excellent holding in sand, making it a favored overnight spot for both monohulls and catamarans.
At the bay’s entrance, anchoring off the lee side of small Chateaubelair Island reveals outstanding snorkeling and a striking wall dive reminiscent of the Grenadines. The bay's improved conditions and local coordination now ensure a safe, comfortable anchoring experience, attracting sailing enthusiasts to explore this scenic spot.
The surrounding coastline is strikingly picturesque. A long sweep of black volcanic sand defines Chateaubelair Beach, lined with palms and backed by emerald-green hills reflected in calm water. Nearby Paradise Beach, tucked into cliffs to the south, feels wild and untouched, while expansive Richmond Bay to the north offers dramatic scenery and access to hiking trails leading inland. These beaches, shaped by volcanic forces, give the area a bold beauty that contrasts sharply with the turquoise shallows found farther south in the Grenadines.
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Life ashore unfolds at a relaxed, genuine pace. Beachfront bars and small restaurants welcome sailors straight from their dinghies, serving freshly prepared local dishes, grilled fish, conch, breadfruit, and cold Hairoun beer. Evenings often end with conversation, music, and sunset views across the bay, where the rhythms of village life replace any sense of resort formality.
Slightly north, the café at Richmond Vale offers a farm-to-table approach, drawing ingredients from its own organic gardens and providing a nourishing stop after a day of sailing or hiking.
Chateaubelair is also a natural base for exploring some of St. Vincent’s most compelling inland highlights. A short journey leads to the twin cascades of Dark View Falls, reached by a picturesque bamboo bridge and perfect for cooling off in freshwater pools. For the adventurous, the leeward trail to La Soufrière volcano begins nearby, climbing toward panoramic views of the crater shaped by the island’s most recent eruption. Hidden in nearby river valleys, ancient Kalinago rock carvings offer a quiet, powerful link to the island’s earliest inhabitants.
Seasonal events like the Breadfruit Festival in August showcase Chateaubelair’s vibrant culture through music, cooking, and community celebrations. Fisherman’s Day on Whit Monday brings the town together with races, seafood, and lively festivities, inviting visitors to experience the island's authentic communal spirit.
For luxury bareboat sailors, Chateaubelair is not merely a place to anchor—it is an immersion into the raw beauty, resilient history, and living culture of St. Vincent. Here, deep water meets deep roots, and the experience of sailing feels grounded, meaningful, and unmistakably authentic.
Kearton’s Bay
A Warm Welcome on St. Vincent’s Leeward Shore
Set along the leeward coast of St. Vincent, Kearton’s Bay stands out as a character-rich, tranquil haven for luxury bareboat sailing yacht and catamaran sailors seeking calm waters, friendly shores, and an authentic Caribbean atmosphere.
Smaller and more intimate than the island’s major anchorages, the bay offers a relaxed balance between secure anchoring and easy access to local life, making it an ideal destination for discerning travelers.
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Historically, Kearton’s Bay developed as a small coastal settlement supporting fishing and agriculture, shaped by St. Vincent’s long maritime traditions. The bay’s position along the west coast made it a natural pause for vessels moving between northern and southern anchorages, a role it continues to play today for cruising sailors exploring the island at an unhurried pace.
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For yachts and catamarans, Kearton’s Bay is considered a safe and popular anchorage, especially in settled trade-wind conditions. Naturally protected from easterly winds, the bay provides calm waters and reliable holding, with anchoring often complemented by bow-and-stern lines or locally maintained moorings. Its sheltered setting ensures a peaceful overnight stop, giving crews peace of mind and a sense of security during their stay.
The bay itself is picturesque and inviting, with a narrow dark-sand beach backed by lush vegetation and gentle hills. The striking contrast between the deep green landscape and the clear Caribbean Sea creates a captivating visual backdrop, especially in the soft evening light. Swimming and paddleboarding are best enjoyed close to shore, where the calm conditions enhance the sense of serenity and connection with nature.
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One of Kearton’s Bay’s highlights is its vibrant beach bar culture. Dinghy ashore and step directly onto the sand to enjoy freshly prepared local dishes, grilled seafood, and cold drinks served with genuine Vincentian hospitality. Evenings often unfold casually, with music, conversation, and sunsets shared between sailors and locals, fostering a warm, authentic social atmosphere that appeals to travelers seeking genuine Caribbean connections.
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Beyond the bay, Kearton’s location makes it easy to explore nearby anchorages, coastal walks, and inland excursions. Short trips can be arranged to waterfalls, rainforest trails, or neighboring villages, while seasonal community events and island festivals occasionally bring extra color and rhythm to the coastline.
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Sailing into Kearton’s Bay is about embracing the understated pleasures of Caribbean cruising. Safe, scenic, and sincerely welcoming, it offers luxury bareboat sailing yacht and catamaran sailors a rewarding anchorage where comfort comes from calm waters, meaningful encounters, and the simple joy of life at anchor along St. Vincent’s beautiful coast.
The Grenadines
The Dreaming Grounds of Caribbean Sailing
Stretching between St. Vincent and Grenada, the Grenadines are a sailor’s paradise of turquoise lagoons, palm-fringed cays, and effortless island hopping. From Bequia and Mustique to Canouan, Mayreau, Tobago Cays, Union Island, Palm Island, and Petit St. Vincent, the Grenadines unfold as a chain of turquoise lagoons and palm-fringed cays. Perfect anchorages, steady trade winds, and effortless barefoot luxury define one of the world’s finest cruising destinations.
Bequia
Caribbean Serenity in Admiralty Bay
Bequia is a stunning sailing destination in the Southern Caribbean, located in the Windward Islands of St. Vincent & the Grenadines. It's well-known among sailors for its ideal conditions because it offers calm seas, steady trade winds, and safe navigation, making it perfect for both luxury bareboat sailing yachts and catamarans.
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Admiralty Bay serves as the centerpiece of the island, with its breathtaking natural harbor framed by green hills and a bustling waterfront. It's a popular spot for superyachts and smaller sailing yachts alike. Ashore in Port Elizabeth, Bequia's charming capital, visitors can find colorful buildings, boutique shops, local markets, and charming cafés that embody the spirit of the Caribbean.
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Sailing the coastline reveals stunning beaches and tranquil bays. Princess Margaret Beach, with its clear waters and soft sands, is perfect for swimming and snorkeling directly from your yacht. Lower Bay offers a picturesque and palm-fringed stretch for leisurely walks and sunset dining, while Friendship Bay and quieter eastern coves provide seclusion for those looking to escape the crowds.​
Exploring Bequia's interior reveals its gentle hills and lush vegetation, with walking trails that showcase its rich maritime history. Visitors can connect with local culture at sites like the Old Hegg Turtle Sanctuary and traditional boatyards, fostering a sense of authenticity and belonging.
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Bequia also serves as an excellent base for island hopping to nearby gems, including Mustique, Mayreau, and the renowned Tobago Cays Marine Park, famous for its lagoons and rich marine life. To the south, Canouan and Union Island offer a mix of luxury and local culture, broadening the appeal for different interests and experiences.
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In summary, a luxury bareboat charter in Bequia is a quintessential Caribbean experience—relaxed, elegant, and fully immersed in the beauty of nature. With its captivating landscapes and easy access to the Grenadines, Bequia stands out as a serene destination for those seeking authentic island life and breathtaking beauty.
Union Island
The Spirit of Caribbean Sailing Freedom
Union Island, located in the vibrant southern part of St. Vincent & the Grenadines, is an exhilarating destination for luxury bareboat sailing yachts and catamarans in the Windward Islands of the Southern Caribbean. With its stunning sapphire seas and consistent trade winds, Union Island offers a natural playground for sailors in search of authentic island culture, dramatic landscapes, and easy island-hopping opportunities.
As you approach Union Island by yacht, the experience is unforgettable. The island's rugged silhouette rises majestically from the sea, highlighted by the iconic peaks of Mount Taboi and Mount Campbell. The turquoise waters of Clifton Harbour greet you with a protected anchorage that buzzes with life.
Clifton serves as the island's social hub, featuring a colorful coastal town teeming with Caribbean rhythm, beach bars, boutique shops, and local markets—Union Island, the vibrant southern gateway to St. Vincent & the Grenadines, is one of the most exhilarating destinations for luxury bareboat sailing yachts and catamarans in the Windward Islands of the Southern Caribbean. Framed by sapphire seas and shaped by steady trade winds, Union Island is a natural playground for sailors seeking authentic island culture, dramatic landscapes, and effortless island-hopping.​
Approaching Union Island by yacht is unforgettable. The island’s rugged silhouette rises boldly from the sea, crowned by the distinctive peaks of Mount Taboi and Mount Campbell, while the turquoise waters of Clifton Harbour welcome you into a protected and lively anchorage. Clifton is the heart of the island, a colorful coastal town where Caribbean rhythm, beach bars, small boutiques, and local markets create an atmosphere that is both relaxed and full of life. This is the social hub of the southern Grenadines and a favorite gathering point for sailors from around the world.
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Union Island’s coastline is dotted with beautiful bays and beaches perfect for anchoring and swimming. Chatham Bay, located on the island’s western side, offers a stunning crescent of golden sand backed by rolling green hills—ideal for a peaceful overnight stay. The calm waters here are perfect for paddleboarding, snorkeling, and sunset swims. Richmond Bay and Bloody Bay provide quieter anchorages with pristine natural surroundings and crystal-clear water.
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While Union Island is drier than some of its northern neighbors, its interior still offers scenic hiking opportunities with panoramic views across the Grenadines. Trails lead through scrubland and lush pockets of greenery to hilltop lookouts, where sailors are rewarded with sweeping vistas of nearby islands scattered across the horizon.
One of Union Island’s greatest highlights is its unrivaled location for island hopping. Just a short sail away lie some of the Caribbean’s most iconic sailing destinations.​
The world-famous Tobago Cays Marine Park is only a few nautical miles north, offering breathtaking anchorages surrounded by coral reefs, white-sand beaches, and vibrant marine life. To the east, the tranquil island of Mayreau enchants with its laid-back charm and stunning Salt Whistle Bay, while Petit St. Vincent and Palm Island offer exclusivity and postcard-perfect scenery.
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Union Island also serves as a key provisioning and customs stop for sailors exploring the southern Grenadines, making it an ideal base for extended bareboat itineraries. The steady trade winds, line-of-sight navigation, and short sailing distances between islands create perfect conditions for both experienced sailors and adventurous newcomers.
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A luxury bareboat yacht charter in Union Island delivers the essence of Caribbean sailing—warm winds, vibrant culture, spectacular anchorages, and endless freedom. From the lively shores of Clifton Harbour to the untouched beauty of nearby islands, Union Island invites you to sail, explore, and experience the Grenadines at their most authentic and exhilarating.
The coastline of Union Island is dotted with beautiful bays and beaches, perfect for anchoring and swimming. Chatham Bay, on the island's western side, boasts a stunning crescent of golden sand framed by rolling green hills, creating an ideal spot for a peaceful overnight stay. The calm waters are perfect for paddleboarding, snorkeling, and enjoying sunset swims. Quieter anchorages can be found at Richmond Bay and Bloody Bay, offering pristine natural surroundings and crystal-clear waters..
Although Union Island tends to be drier than some of its northern neighbors, its interior offers scenic hiking with panoramic views across the Grenadines. Trails meander through scrubland and lush greenery, leading to hilltop lookouts where hikers are rewarded with breathtaking vistas of nearby islands scattered across the horizon.
A significant highlight of Union Island is its excellent location for island hopping. Just a short sail away are some of the most iconic sailing destinations in the Caribbean. The world-renowned Tobago Cays Marine Park lies just a few nautical miles to the north, offering breathtaking anchorages, coral reefs, white-sand beaches, and vibrant marine life. To the east, the charming island of Mayreau enchants visitors with its laid-back atmosphere and stunning Salt Whistle Bay, while Petit St. Vincent and Palm Island showcase exclusivity and postcard-worthy beauty.
Additionally, Union Island serves as a vital provisioning and customs stop for sailors delving into the southern Grenadines, making it the ideal base for extended bareboat itineraries. The consistent trade winds, straightforward navigation, and short sailing distances between islands create perfect conditions for both seasoned sailors and adventurous newcomers.
A luxury bareboat yacht charter visit in Union Island delivers the essence of Caribbean sailing—warm winds, vibrant culture, spectacular anchorages, and endless freedom. From the lively shores of Clifton Harbour to the untouched beauty of nearby islands, Union Island invites you to sail, explore, and experience the Grenadines at their most authentic and exhilarating.
Mustique
Exclusive Elegance in the Heart of the Grenadines
Mustique epitomizes refined Caribbean luxury, renowned for its privacy, natural beauty, and understated glamour. As a highly sought-after destination for luxury bareboat sailing yachts and catamarans, it offers a sailing experience featuring crystal-clear waters, pristine beaches, and an atmosphere of effortless exclusivity that makes every guest feel uniquely privileged.
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Approaching Mustique by yacht is truly a moment to cherish. The island's lush green hills rise from turquoise seas, surrounded by soft sandy beaches and sheltered bays perfect for relaxing. Britannia Bay, the island's main anchorage, is calm and welcoming, ideally located for exploring Mustique's many attractions that inspire awe and curiosity. Upon landing, one can find the charming village with its boutiques, bakery, and marina facilities, all reflecting the island's discreet sophistication that invites exploration and admiration.
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Mustique boasts legendary beaches, each with a unique, secluded charm. Macaroni Beach, on the Atlantic side, is often considered one of the Caribbean's most beautiful beaches, perfect for long walks and stunning ocean views. On the calmer Caribbean side, Gelliceaux Bay, Endeavour Bay, and Lagoon Beach provide tranquil waters for swimming and snorkeling, accessible directly from your yacht. These pristine settings serve as ideal anchorages, offering serene overnight stops under a starlit sky that evoke a sense of calm and contentment.​
​While celebrated for its luxury, Mustique also showcases natural beauty. Gentle trails navigate through tropical vegetation, leading to breathtaking viewpoints across the Grenadines. The island's protected environment ensures the conservation of its lush landscape and vibrant marine life, making snorkeling and diving among the nearby reefs a quiet delight for sailors seeking untouched waters.
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A must-visit is the legendary Basil's Bar, an iconic beachfront venue known globally. Situated right on the sand in Britannia Bay, Basil's Bar combines relaxed Caribbean charm with international appeal, offering a casual lunch, sunset drinks, and live music. It serves as the island's social hub, popular among sailors, celebrities, and travelers alike.
Mustique's prime location makes island hopping throughout the Grenadines easy.
A short sail north leads to the stunning Tobago Cays Marine Park, boasting coral reefs and azure lagoons. Nearby Mayreau enchants with Salt Whistle Bay and authentic island living, while Canouan is known for its upscale resorts and elegant beaches. To the south, Bequia welcomes sailors with its lively harbor and warm local culture.
A luxury bareboat charter in Mustique offers an exceptional blend of privacy, beauty, and freedom on the water. With gentle trade winds, short passages between islands, and some of the Caribbean's most exclusive anchorages, Mustique invites visitors to experience the Grenadines at their finest—where barefoot elegance meets the joy of sailing. Consider Mustique for your next sailing adventure and discover the ultimate Caribbean escape.
Mayreau
Authentic Caribbean Beauty in the Heart of the Grenadines
Mayreau is a jewel-like island of rare purity, nestled within the protected Tobago Cays Marine Park, one of the Caribbean’s most breathtaking natural sanctuaries. Surrounded by luminous turquoise waters, coral gardens, and abundant marine life, the island has remained wonderfully unspoiled and deeply authentic. Framed by legendary neighbors such as Palm Island, Petit St. Vincent, and the glamorous Mustique, Mayreau offers a striking contrast—an intimate, tranquil escape where untouched nature, barefoot simplicity, and true Caribbean soul still reign.
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Accessible only by boat, Mayreau is a true Caribbean hideaway where exclusivity and tranquility reign. Covering just 3.8 square kilometers, this intimate island feels wonderfully untouched, with a single picturesque village—Old Wall—perched above the bay, offering sweeping views and a warm, authentic island soul. Despite its serene seclusion, Mayreau delights with an unexpected variety of around 15 charming beach bars and local restaurants, where barefoot dining, fresh island flavors, and laid-back rhythms create an atmosphere of effortless Caribbean bliss.
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Tucked between Canouan and the world-famous Tobago Cays, Mayreau is the smallest inhabited island of the Windward Islands in the Southern Caribbean and one of the most enchanting destinations for luxury bareboat sailing yachts and catamarans. Untouched, intimate, and effortlessly charming, Mayreau offers sailors a rare glimpse of the Caribbean as it once was—where nature, culture, and crystal-clear seas exist in perfect harmony, inviting you to appreciate authentic Caribbean island life.​​​
​​Arriving by yacht, Mayreau welcomes you with sheltered anchorages and luminous turquoise waters. Salt Whistle Bay, the island’s most iconic anchorage, is a stunning crescent of powder-white sand framed by swaying palms and calm, protected waters. Perfect for swimming, snorkeling, and paddleboarding, it becomes especially magical at sunset when the bay glows in soft golden light and the evening breeze carries the sounds of island life ashore, inviting you to unwind in style.
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Just beyond the bay lies Old Wall Bay, offering a quieter, more secluded anchorage with excellent snorkeling along vibrant coral reefs. From here, tender ashore to explore Mayreau’s gentle hills and lush vegetation, where tropical greenery and coastal views unfold at every turn. The island’s interior reveals pockets of rainforest-like vegetation, birdsong, and peaceful walking paths that lead to panoramic viewpoints overlooking the Grenadines, inspiring awe and a sense of discovery.
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The heart of local life is the hilltop village of Old Wall, crowned by a charming stone church that offers breathtaking 360-degree views across the Tobago Cays, Canouan, and Union Island. This small community reflects Mayreau’s authentic soul—friendly, welcoming, and deeply connected to the sea. Strolling through the village provides a meaningful cultural contrast to the luxury of sailing life.
Mayreau’s laid-back beach bars are legendary among sailors. At Salt Whistle Bay, rustic beach restaurants and bars serve freshly grilled lobster, Caribbean barbecue, and ice-cold rum punches with your feet in the sand. Live music, laughter, and impromptu beach gatherings create unforgettable evenings under the stars, capturing the true spirit of Caribbean sailing.
Mayreau is also perfectly positioned for island hopping. A short sail leads to the breathtaking Tobago Cays Marine Park, one of the Caribbean’s most spectacular natural wonders, renowned for its coral reefs, turquoise lagoons, and sea turtle encounters. Nearby Canouan offers elegant beaches and upscale amenities, while Union Island brings vibrant culture and dramatic scenery. To the north, Mustique and Bequia add a touch of glamour and lively harbor life to your sailing itinerary.
A luxury bareboat charter visit in Mayreau is about simplicity, authenticity, and natural beauty. With gentle trade winds, short sailing distances, pristine anchorages, and a welcoming island spirit, Mayreau delivers an unforgettable experience—where barefoot sailing, turquoise waters, and timeless Caribbean charm define every moment in the Grenadines.
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Canouan
The Pinnacle of Sophisticated Sailing in the Grenadines
The enchanting island Canouan sits at the very heart of the Grenadines and has earned its reputation as one of the Caribbean’s most exclusive sailing destinations. Often described as the island where “billionaires go to escape millionaires,” this small five-square-mile jewel blends raw, untouched landscapes with world-class luxury, inspiring a sense of privilege and aspiration for discerning sailors and luxury travelers seeking both comfort and character.
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The island’s story begins long before luxury marinas and championship golf courses. Its name comes from the Arawakan word Cannoun, meaning turtle—a fitting tribute to the red-footed tortoises that still roam freely today. First inhabited by the Arawaks and later the Kalinago, Canouan’s mountainous terrain helped resist European settlement longer than many neighboring islands. French settlers arrived in 1719, followed by centuries of shifting colonial rule between France and Britain, until the island finally became British in 1814.
A defining transformation occurred in the early 1990s, when carefully planned development reshaped the northern coast into one of the most exclusive resort and yachting hubs in the Caribbean, while leaving much of the island’s natural beauty intact, fostering a sense of pride and curiosity about its past.
For luxury bareboat sailing yachts and catamarans, Canouan offers some of the safest and most versatile anchorages in the Grenadines. Charlestown Bay, also known as Grand Bay, is the island’s main anchorage—wide, deep, and offering excellent holding in sand, ideal for both monohulls and catamarans. While generally well protected, a gentle swell may be felt during strong northerlies.
At the southern end of the bay lies the Sandy Lane Yacht Club, a premier superyacht marina with full services including customs clearance, fuel, provisioning, and upscale dining, making Canouan a convenient entry and resupply point. For quieter nights, Rameau Bay in the north provides a more secluded anchorage, while Glossy Bay near the marina is favored for calm waters and golden sunset views.
Canouan’s coastline is defined by striking contrasts and some of the Grenadines’ most beautiful beaches. Godahl Beach stretches for over a mile of powdery white sand, protected by the largest living coral reef in the Caribbean and bathed in luminous turquoise water. Shell Beach, accessible mainly by boat or golf buggy, curves gently along the southeast coast and glitters with countless tiny shells. Mahault Bay, tucked beneath Mount Royal, offers rare seclusion and vivid sapphire hues, while Friendship Bay on the windward side presents a wilder, breezier atmosphere ideal for long beach walks and dramatic seascapes.
Despite its exclusivity, Canouan remains welcoming and relaxed ashore. Dining ranges from chic beach clubs to casual local favorites, often just steps from the water.
Mediterranean-inspired lunches, freshly grilled lobster, Caribbean jerk specialties, and cold local beers define evenings that flow effortlessly from the beach to the bar to the starlit shoreline. The atmosphere is polished yet unpretentious, perfectly suited to sailors arriving by dinghy after a day under sail.
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Beyond the beaches, the island offers memorable experiences. A hike to the summit of Mount Royal reveals sweeping views across the Grenadines, often extending as far as Bequia, Mustique, and Union Island on clear days.
The island’s turtle sanctuary reflects Canouan’s commitment to conservation, while the Jim Fazio–designed championship golf course ranks among the most scenic in the world, climbing dramatically through volcanic ridges.
Canouan stands as the perfect launch pad for the enchanting Tobago Cays Marine Park, just a gentle sail away. This idyllic island makes it an outstanding base for those eager to explore one of the Caribbean’s most breathtaking marine wonders.
Seasonal events add rhythm and color to island life. The Canouan Regatta in May fills the bay with traditional sailing races and vibrant celebrations, while Carnival in July brings calypso, costume, and energetic street festivities. Creative and wellness-focused gatherings such as One Fest highlight the island’s evolving cultural scene, blending sustainability, art, and music.
Canouan presents an unparalleled escape for luxury bareboat sailing yachts and catamarans, seamlessly blending secure anchorages with world-class marina facilities. The island's natural beauty and exclusivity create a feeling of being part of something truly unique, making travelers feel special and privileged. Here, sophisticated cruising meets the timeless spirit of the Grenadines, inviting sailors to linger in its embrace, explore its hidden treasures, and return, again and again, to savor its enchanting allure.
Tobago Cays
The Untouched Heart of Caribbean Sailing
The Tobago Cays stand as the unrivaled crown jewel of the Grenadines, a paradise that ranks among the most enchanting sailing destinations in the Caribbean. This pristine archipelago, consisting of five exquisite islands—Petit Rameau, Petit Bateau, Baradal, Jamesby, and Petit Tabac—nestles gracefully within the expansive embrace of the magnificent four-kilometer-long Horseshoe Reef. Here, vibrant marine life thrives, and the azure waters promise an unforgettable escape into nature's embrace.
Sheltered from the open Atlantic and protected as a Marine Park since 1998, the Cays reveal waters of astonishing clarity and color, where turquoise shallows blend seamlessly into deeper sapphire tones, creating a setting that feels almost unreal.
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For centuries, the Tobago Cays were used seasonally by the Kalinago people as fishing and turtle-hunting grounds, valued for their isolation and abundant marine life. Unlike most Caribbean islands, the Cays remained privately owned well into the 20th century, narrowly escaping resort development. In a defining moment for conservation, the government of St. Vincent and the Grenadines purchased the islands in 1999 to preserve them as a national park in perpetuity.
Today, strict protection ensures that this fragile ecosystem remains one of the most pristine sailing environments in the world. Adding a touch of modern mythology,
For luxury bareboat sailing yachts and catamarans, anchoring in the Tobago Cays is a pure, elemental experience. There are no marinas, docks, or artificial structures—only sand, reef, wind, and sea.
The Horseshoe Reef provides exceptional shelter from ocean swell, although the trade winds can blow briskly even when the lagoon is calm. Popular anchorages are spread throughout the park, allowing flexibility depending on conditions and preferences.
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Petit Tabac gained global fame as the filming location of the marooned “desert island” scene in Pirates of the Caribbean, further cementing the Cays’ legendary status.
The area between Petit Rameau and Petit Bateau offers postcard-perfect views, while anchoring just west of Baradal places yachts directly beside the turtle sanctuary, where green and hawksbill turtles glide through shallow water.
The southern side of Petit Bateau provides ample room for multiple yachts and easy access ashore, while deeper anchorages near Jamesby reward sailors seeking extra seclusion and quieter nights. Good sand holding is common, but attention to strong tidal currents—often running two to three knots—is essential when maneuvering or snorkeling.
The beaches of the Tobago Cays are the very definition of tropical minimalism. Petit Tabac is a narrow ribbon of sand crowned with a handful of coconut palms, surrounded by reef, and reachable only by dinghy.
Baradal’s tiny beach opens directly onto the turtle sanctuary, where snorkeling begins just a few fin kicks from shore. On the sheltered southern side of Petit Rameau, calm waters and palm shade create a serene setting for morning swims, paddleboarding, or quiet moments before day boats arrive from nearby islands.
Everywhere, the contrast between the tranquil lagoon and the thunder of Atlantic waves crashing against the outer reef adds to the drama and beauty of the setting.
Dining in the Tobago Cays is legendary precisely because it is so simple.
There are no permanent bars or restaurants, yet the famous beach barbecues hosted by local “boat boys” from Mayreau and Union Island are considered among the finest dining experiences in the Caribbean. As the sun sets, tables appear on the sand at Petit Bateau, tiki torches flicker, and freshly caught lobster, fish, and conch are grilled over open fires. Shared barefoot under the stars with rum punch and island music, these evenings capture the spirit of the Grenadines at its most authentic and unforgettable.
Days in the Tobago Cays revolve around water and wildlife. Snorkeling along the inner side of the Horseshoe Reef reveals a vibrant underwater nursery filled with tropical fish, rays, and nurse sharks.
A short hike on Petit Bateau leads to a viewpoint overlooking the Atlantic, where powerful waves crash against the reef just meters from the glassy lagoon within. Iguanas are a constant presence, basking on rocks and along the beaches of Jamesby and Petit Rameau, adding to the sense of being immersed in a living, breathing nature reserve.
While uninhabited, the Tobago Cays play a central role in the sailing calendar of the Grenadines. Many yachts pause here during the Bequia Easter Regatta as a rest stop between races, and conservation-focused activities often take place around World Oceans Day in June, highlighting the park’s environmental importance.
For sailors, the Tobago Cays are not simply another anchorage—they are a destination that defines the very essence of Caribbean cruising. Wild, protected, and profoundly beautiful, they offer bareboat sailing yachts and catamarans a sense of complete freedom, where nature sets the rhythm and every moment at anchor feels timeless.
Windward Islands
Luxury Bareboat Yacht Charter
Caribbean Island Hopping
Set sail on a breathtaking island-hopping adventure through the Windward Islands.
Dominica
The Island of Untouched Caribbean Beauty
Dominica stands out as one of the Caribbean’s last truly unspoiled sailing destinations, a lush volcanic island nestled between Guadeloupe and Martinique in the Windward Islands of the Southern Caribbean. Known as The Island of Untouched Caribbean Beauty, Dominica offers luxury bareboat sailing yachts and catamaran charters, an experience defined by raw nature, dramatic landscapes, and authentic island life—far removed from mass tourism.
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For adventurous sailors, Dominica’s rugged coastline offers breathtaking scenery that sparks curiosity and a sense of discovery, as rainforest-clad mountains plunge directly into deep blue waters. Secluded bays, warm seas, and a wild landscape invite explorers to feel the thrill of private discovery at every anchorage.
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Among the island’s finest anchorages is Prince Rupert Bay near Portsmouth, one of the Caribbean’s most protected natural harbors. Once a strategic naval base, it now serves as Dominica’s central cruising hub, offering excellent holding, calm waters, and easy access to the charming town of Portsmouth. Further south, Mero Beach and the Layou Coast invite relaxed stops along volcanic black-sand shores, backed by lush hills and waterfalls that cascade toward the sea.​
​At Dominica’s southern tip, Soufrière Bay and the dramatic Scotts Head Peninsula present one of the island’s most striking anchorages. Here, the Caribbean Sea meets the Atlantic Ocean, creating vivid colors and exceptional snorkeling and diving among volcanic rock formations and coral gardens. Near the capital, Roseau, sailors can anchor and step ashore to explore colonial architecture, lively markets, and rivers leading inland to waterfalls and natural hot springs.
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Beyond the coast lies Dominica’s greatest treasure—its rainforest interior. Over two-thirds of the island is covered in lush tropical forest, inspiring awe and a deep appreciation for its untouched beauty as the 'Nature Island of the Caribbean.' Highlights like Trafalgar Falls, Middleham Falls, and the Boiling Lake evoke wonder and admiration for nature’s power.
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While Dominica’s beaches are more wild than sandy, the surrounding waters offer excellent snorkeling, diving, and some of the Caribbean’s best whale and dolphin watching, with resident sperm whales often sighted offshore.
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Perfectly positioned for island hopping, Dominica connects easily with Guadeloupe to the north and Martinique to the south, inspiring confidence in exploring multiple destinations. A luxury bareboat sailing yacht or catamaran charter in Dominica offers experienced sailors the thrill of untouched landscapes, authentic encounters, and unforgettable nature, making it a highlight of any Southern Caribbean voyage.
Martinique
The Caribbean’s French Paradise
Martinique unfolds as one of the most elegant and rewarding sailing destinations in the Windward Islands of the Southern Caribbean, where refined French sophistication blends effortlessly with vibrant Creole culture and extraordinary natural beauty.
To keep you engaged, the island offers a variety of landscapes—from lush rainforests and volcanic peaks to tranquil bays and colorful markets-making each voyage uniquely captivating.
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Perfectly positioned between Dominica to the north and St. Lucia to the south, Martinique is an ideal base for relaxed island hopping. Its consistent trade winds, sheltered anchorages, and short, scenic passages make sailing both pleasurable and accessible, encouraging you to explore with ease and comfort.
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At the heart of Martinique's yachting scene lies Le Marin, home to one of the largest and best-equipped marinas in the Caribbean. Its expansive, well-protected bay provides safe anchorage, complete technical services, and excellent provisioning, making it the preferred starting point for luxury bareboat sailing yachts and catamarans.
From here, many sailors continue north toward Fort-de-France. In this vibrant capital, colonial architecture, colorful markets, and refined French-Caribbean cuisine create a lively cultural hub set within a deep, sheltered bay.​
Just across from Fort-de-France, the elegant coastal area of Les Trois-Îlets and Pointe du Bout offers calm anchorages with sandy bottoms, stylish beach clubs, and waterfront restaurants—ideal for relaxed evenings ashore infused with unmistakable French flair.
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Further along the coast, Martinique reveals some of its most enchanting bays, including Anse d'Arlet and Grande Anse d'Arlet. These postcard-perfect anchorages are loved for their crystal-clear waters, excellent snorkeling, and charming Creole villages, where sea turtles often glide beneath anchored yachts.
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Nearby, Anse Dufour and Anse Noire form twin coves framed by lush greenery and volcanic rock, offering peaceful overnight stops and superb underwater visibility. Continuing north, Saint-Pierre Bay sits dramatically beneath the slopes of Mount Pelée. Once known as the "Paris of the Caribbean," Saint-Pierre invites exploration of volcanic ruins, museums, and atmospheric waterfront cafés, blending history and nature in a truly unique setting.​
​Beyond the coastline, Martinique's interior reveals a world of lush rainforest, cascading waterfalls, and volcanic landscapes dominated by Mount Pelée and the Pitons du Nord.
Recognized as a UNESCO World Heritage site and designated a World Biosphere Reserve, this region showcases the island's extraordinary biodiversity, with hiking trails leading through tropical valleys to panoramic viewpoints overlooking the Caribbean Sea.
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Island hopping from Martinique is effortless and rewarding. A short sail north brings you to wild and untamed Dominica, while sailing south leads to St. Lucia, famed for its iconic Pitons and dramatic anchorages. These nearby islands add contrast and depth to any Windward Islands itinerary.
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A luxury bareboat sailing yacht or catamaran charter in Martinique offers the perfect balance of freedom, culture, and natural beauty. From elegant marinas and vibrant coastal towns to secluded anchorages and volcanic rainforests, Martinique truly lives up to its name as The Caribbean's French Paradise. At this destination, sailing demonstrates its most refined and inspiring form.
St. Lucia
Sail the Emerald Jewel of the Southern Caribbean
St. Lucia rises dramatically from the turquoise waters of the Windward Islands, a destination of striking beauty where volcanic peaks, lush rainforests, and pristine bays create one of the Caribbean’s most iconic sailing landscapes.
For discerning sailors, a luxury bareboat charter aboard a sailing yacht or catamaran in St. Lucia offers an exclusive opportunity to experience adventure and elegance in a truly breathtaking setting in the heart of the Southern Caribbean.
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Renowned for its dramatic scenery, St. Lucia offers a rewarding cruising experience with steady trade winds, short coastal passages, and spectacular anchorages framed by emerald hills and volcanic cliffs. Whether arriving from Martinique to the north or sailing onward to St. Vincent & the Grenadines in the south, St. Lucia forms a captivating centerpiece of any Windward Islands itinerary.
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The island’s most famous landmark, the majestic Pitons, dominates the southwest coast, where two towering volcanic spires rise directly from the sea. Beneath them lies Soufrière Bay, one of the Caribbean’s most memorable anchorages. Here, sailors can moor close to shore and step ashore to explore the charming town of Soufrière, natural hot springs, sulfur vents, and lush botanical gardens nestled within the rainforest, inspiring a sense of wonder and discovery.​
​Further south, Anse des Pitons, Anse Chastanet, and Anse Mamin offer sheltered anchorages with crystal-clear waters, excellent snorkeling, and black-sand beaches surrounded by dense tropical vegetation. These bays provide a perfect balance of seclusion and comfort, ideal for relaxed days at anchor beneath one of the world’s most dramatic backdrops.
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Along the west coast, Marigot Bay stands out as one of the most beautiful and protected natural harbors in the Caribbean. Encircled by green hills and palm-lined shores, the bay offers calm waters, marina services, and stylish waterfront dining—making it a favorite stop for luxury sailing yachts and catamarans. Nearby, Rodney Bay and Pigeon Island in the north provide modern marina facilities, vibrant nightlife, and easy access to long golden beaches and cultural landmarks.
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Beyond its coastline, St. Lucia’s interior reveals a lush rainforest paradise. Hiking trails wind through the island’s mountainous heart, leading to waterfalls, volcanic viewpoints, and panoramic vistas.
The island’s rich biodiversity, warm mineral springs, and dramatic terrain create a powerful contrast to the calm of life at sea, inviting explorers to immerse themselves in nature's beauty.
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St. Lucia’s central position makes it ideal for island hopping. A short sail north brings you to Martinique, with its refined French-Caribbean charm, while sailing south leads to the idyllic islands of St. Vincent & the Grenadines, celebrated for their turquoise lagoons and pristine anchorages.
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A luxury bareboat sailing yacht or catamaran charter in St. Lucia offers an intensely immersive Caribbean experience—where nature, culture, and sailing converge. From volcanic coastlines and rainforest-clad mountains to elegant bays and nearby island adventures, St. Lucia truly lives up to its reputation as the Emerald Jewel of the Southern Caribbean.
St. Vincent & The Grenadines
A Sailor’s Paradise of Pure Caribbean Freedom
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St. Vincent & The Grenadines is one of the Caribbean’s most enchanting sailing destinations — a shimmering chain of 32 emerald islands and cays designed for luxury bareboat yacht and catamaran adventures.
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Steady trade winds, short inter-island distances, and sheltered turquoise anchorages create a perfect playground for both relaxed cruising and exhilarating blue-water passages.
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Cruise between lush St. Vincent, the pristine beaches of Bequia, the exclusive charm of Mustique, and the turquoise lagoons of the Tobago Cays, a marine sanctuary teeming with vibrant coral and sea turtles.
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Stretching like a jeweled chain across the turquoise waters of the Windward Islands, St. Vincent & the Grenadines represent one of the world’s most iconic and rewarding destinations for luxury bareboat sailing yachts and catamarans. This legendary archipelago combines lush volcanic landscapes, crystal-clear lagoons, and effortless island hopping—offering sailors unrivaled freedom, beauty, and authenticity in the heart of the Southern Caribbean.​​
The journey often begins on St. Vincent, a dramatic and verdant island dominated by rainforest-clad mountains and the impressive La Soufrière volcano. As the gateway to the Grenadines, St. Vincent offers sheltered anchorages like Wallilabou Bay, Cumberland Bay, and Young Island Cut, providing easy access to hiking, waterfalls, and local culture, making it the perfect setting for sailing adventures. Kingstown, the capital, adds historical charm and provisioning opportunities before sailing south into the Grenadines.
From here, the sailing becomes pure magic. Short, line-of-sight passages lead to the breathtaking Grenadian islands, each offering its own character and unforgettable anchorages. Bequia, with its charming harbor at Admiralty Bay, is beloved for its relaxed atmosphere, boutique shops, and refined yet authentic Caribbean spirit. Sandy beaches, clear waters, and a welcoming sailing community make it a favorite first stop.
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Further south, the legendary island of Mustique embodies understated luxury and exclusivity. Anchoring off Britannia Bay, sailors enjoy pristine beaches, elegant beach bars, and a uniquely private island ambiance. Nearby Canouan offers sheltered anchorages, turquoise shallows, and access to upscale resorts and white-sand beaches. At the same time, Mayreau enchants with its peaceful village life and panoramic views from its hilltop church.​​​
The crown jewel of the Grenadines is the world-renowned Tobago Cays Marine Park, a protected lagoon surrounded by coral reefs and uninhabited islands. Here, luxury catamarans and sailing yachts anchor in luminous turquoise waters, snorkel with sea turtles, and experience one of the Caribbean’s most pristine and photogenic sailing environments, making it a must-visit for sailing enthusiasts seeking unforgettable adventures.
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Beaches throughout St. Vincent & the Grenadines range from powder-white sands and coral-fringed coves to dramatic volcanic shores, while underwater life is vibrant. Inland, tropical rainforests, waterfalls, and panoramic viewpoints invite exploration, adding depth to the sailing adventure.
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Perfectly positioned for extended cruising, St. Vincent & the Grenadines connect seamlessly with St. Lucia to the north and Grenada to the south, allowing sailors to craft exceptional Windward Islands itineraries.
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A luxury bareboat sailing yacht or catamaran charter in St. Vincent & the Grenadines is the essence of Caribbean sailing—unrestricted, immersive, and profoundly beautiful. With steady trade winds, short passages, and an endless succession of idyllic anchorages, this extraordinary archipelago truly lives up to its name as a Sailor’s Paradise of Pure Caribbean Freedom. Start planning your sailing adventure today and experience the magic firsthand.
St. Vincent & the Grenadines
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Carriacou
Tranquil Island Charm & Caribbean Serenity
Carriacou is one of the Southern Caribbean’s most authentic sailing gems, nestled at the southern edge of the Windward Islands just north of Grenada. Renowned for its unspoiled beauty and rich tradition of boatbuilding, Carriacou offers an idyllic setting for luxury bareboat sailing yachts and catamarans seeking serenity, crystal-clear waters, and effortless island hopping far from the crowds.
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Often called the “Land of Reefs,” Carriacou is surrounded by vibrant coral gardens, sheltered bays, and inviting anchorages that reward sailors with calm conditions and pristine marine life. The island’s compact size and welcoming atmosphere make it perfect for slow, immersive cruising, fostering a sense of peace and discovery.
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The heart of Carriacou’s yachting life is Hillsborough, the island’s charming main town. Anchoring just offshore, sailors step ashore to discover colorful streets, local markets, waterfront cafés, and a deep-rooted maritime culture shaped by centuries of traditional wooden boatbuilding. The friendly island spirit and authentic Caribbean lifestyle are instantly felt, creating a welcoming and genuine atmosphere.
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Among the island’s most beautiful anchorages is Tyrell Bay, one of the best natural harbors in the Southern Caribbean. Well protected and well serviced, it offers excellent holding, marina facilities, provisioning, and a relaxed social scene—making it an ideal base for luxury sailing yachts and catamarans.
​Nearby, Sandy Island, a tiny offshore islet, delivers picture-perfect white sand, turquoise waters, and exceptional snorkeling.
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Along the coast, Anse La Roche stands out as one of Carriacou’s most stunning beaches, with golden sand, clear water, and a tranquil anchorage framed by rolling green hills. Paradise Beach near Hillsborough lives up to its name, offering easy access, calm waters, and unforgettable sunsets. Inland, gentle hills, dry tropical forests, and panoramic viewpoints reveal sweeping vistas across the Grenadines.
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Carriacou is perfectly positioned for unforgettable island hopping. Sail south to Grenada, known for its lush rainforests, waterfalls, and spice-scented landscapes, or head north toward Petit Martinique, Union Island, and the jewel-like Tobago Cays, where protected lagoons and coral reefs create some of the Caribbean’s most iconic sailing scenes.
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A luxury bareboat sailing yacht or catamaran charter in Carriacou offers pure Caribbean simplicity and freedom. With steady trade winds, short passages, friendly anchorages, and an atmosphere of timeless calm, Carriacou truly embodies its promise of Tranquil Island Charm & Caribbean Serenity—a destination where sailing slows down, nature leads, and every moment feels effortlessly unforgettable.
Grenada
The Spice Island of the Caribbean
Grenada stands out as a top Caribbean sailing destination, a lush volcanic island nestled at the southern end of the Windward Islands, offering lush emerald rainforests, fragrant spice plantations, and turquoise seas, creating an unforgettable setting for luxury bareboat sailing yachts and catamarans.
Known worldwide as The Spice Island of the Caribbean, Grenada offers a rare blend of natural beauty, vibrant culture, protected anchorages, and effortless island hopping—ideal for sailors seeking both comfort and authenticity.
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At the heart of Grenada’s yachting scene lies St. George’s, often described as the most beautiful harbor in the Caribbean. This perfectly sheltered, horseshoe-shaped bay welcomes sailors with pastel-colored buildings, historic forts, bustling markets, and refined waterfront restaurants. Anchoring here places you within walking distance of culture, cuisine, and provisioning, making St. George’s an exceptional starting point for any Grenadian sailing itinerary.
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Sailing along the island’s southern coast reveals a succession of idyllic bays and world-class beaches. Grand Anse Bay, a sweeping crescent of powder-white sand and calm turquoise water, is one of the Caribbean’s most iconic beaches and a favorite anchorage for luxury catamarans.
Nearby, Morne Rouge (BBC Beach) and Magazine Beach offer quieter, equally stunning alternatives, perfect for relaxed swims, snorkeling, and sunset cocktails ashore.
Further east, True Blue Bay and Prickly Bay provide well-protected anchorages with marinas, boutique hotels, and iconic beach clubs, blending relaxed Caribbean ambiance with modern comfort. Woburn Bay, one of Grenada’s most important natural harbors, is a highlight for sailors. Sheltered, scenic, and full of character, it offers access to the legendary Hog Island, famous for its beach bar, barbecue nights, and laid-back sailing community atmosphere.
Grenada’s west coast adds dramatic beauty, with anchorages such as Dragon Bay, where steep green hills meet crystal-clear water, creating a secluded, scenic stop ideal for swimming and snorkeling. Beneath the surface, Grenada reveals another world entirely. The island is home to the famous Underwater Sculpture Park, a unique marine attraction where submerged artworks have become artificial reefs, blending art, conservation, and exceptional snorkeling.
Beyond the coast, Grenada’s interior unfolds into a lush rainforest paradise. Grand Etang National Park, set within an extinct volcanic crater, offers hiking trails through dense tropical forest, crater lakes, and panoramic viewpoints. Waterfalls such as Seven Sisters Falls and Annandale Falls invite refreshing jungle swims. At the same time, spice estates showcase the island’s heritage of nutmeg, cinnamon, cocoa, and cloves—scents that define Grenada’s identity.
Grenada’s position makes it a perfect gateway for island hopping in the Southern Caribbean. A short sail north brings you to the unspoiled charm of Carriacou and Petit Martinique, known for traditional boatbuilding and tranquil anchorages. Continuing north opens the door to the legendary Grenadines, including Union Island, Mayreau, Mustique, and the breathtaking Tobago Cays, one of the most iconic sailing destinations on earth.
A luxury bareboat sailing yacht or catamaran charter in Grenada is a journey through vibrant culture, untouched nature, and some of the Caribbean’s finest cruising grounds. From elegant harbors and iconic beaches to rainforest waterfalls and turquoise lagoons, Grenada truly lives up to its name as The Spice Island of the Caribbean—a destination where sailing freedom, sensory beauty, and Caribbean soul come together in perfect harmony.
Barbados
Caribbean Elegance, Culture & Sailing Paradise
Barbados, the vibrant Gem of the Caribbean, captivates with a rare harmony of deep-rooted history, sophisticated island culture, and breathtaking coastal contrasts. As the only Caribbean island to remain continuously under British rule from its settlement in 1627 until independence in 1966—and now proudly a Republic since 2021—Barbados wears its heritage with elegance. UNESCO-listed Historic Bridgetown and its Garrison, stately plantation houses, and traditions born of the sugar era tell a story of resilience, refinement, and cultural richness. Arriving by sea, sailors are welcomed by an island where graceful colonial architecture blends seamlessly with vibrant Bajan life, legendary rum craftsmanship, and an unmistakable warmth of spirit.
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Exploring Barbados by luxury yacht reveals a coastline of ever-changing character. The serene Platinum Coast on the west glows with calm, turquoise waters—perfect for effortless sailing and tranquil anchorages off Mullins Beach, Paynes Bay, and the postcard-perfect Carlisle Bay, where soft white sands dissolve into crystalline seas.
The South Coast pulses with energy and color, from the golden shores of Accra (Rockley) Beach to lively Miami Beach, framed by a buzzing boardwalk, stylish beach bars, and superb windsurfing conditions. In striking contrast, the East Coast delivers raw Atlantic drama: towering cliffs, crashing swells, and the untamed beauty of Bathsheba and Bottom Bay, home to the legendary Soup Bowl surf break—an awe-inspiring spectacle best explored ashore during your sailing journey.​​
​​A luxury sailing holiday in Barbados is inseparable from its beach bar culture. Drop anchor near Carlisle Bay and step ashore for a rum punch at Copacabana, or enjoy sunset cocktails and the famous “Rumheads” vibe at The Tiki Bar on Accra Beach. For a more refined experience, La Cabane at Batts Rock blends chic design with Mediterranean-inspired cuisine beneath coconut palms, while Little Bristol Beach Bar in Speightstown offers an authentic local atmosphere, live music, and barefoot charm. Beyond the beaches, highlights such as Harrison’s Cave, St. Nicholas Abbey, and the dramatic Animal Flower Cave enrich any yacht itinerary, while events like the Sandy Lane Gold Cup, the vibrant Crop Over Festival, and the Barbados Food & Rum Festival add rhythm and celebration to the sailing season.
For sailors, Barbados offers secure and convenient anchorages and marinas. Carlisle Bay is the island’s primary anchorage, prized for its sandy holding, protection from prevailing winds, and proximity to Bridgetown. On the northwest coast, Port St. Charles and Port Ferdinand provide world-class marina facilities and customs clearance for luxury yachts, while Six Men’s Bay and Speightstown offer quieter alternatives with an authentic island feel. Whether you are island-hopping the Windward Islands or beginning an Atlantic crossing, Barbados delivers a sophisticated yet soulful sailing experience—where luxury, culture, and Caribbean beauty meet under sail.
Trinidad & Tobago
Where Culture Meets Caribbean Adventure
Trinidad & Tobago offers a captivating blend of vibrant culture, untouched nature, and rewarding sailing, positioning it as a premier luxury bareboat sailing destination in the Windward Islands of the Southern Caribbean.
Lying just off South America, this twin-island nation combines steady trade winds, sheltered anchorages, and diverse cruising grounds with one of the Caribbean's richest cultural identities, appealing to discerning travelers seeking exclusive experiences.
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Trinidad, the larger and more cosmopolitan island, is your gateway to vibrant adventures. The sheltered waters of the Gulf of Paria provide excellent conditions for relaxed sailing and secure anchorages, particularly around Chaguaramas, the heart of Trinidad's lively yachting scene.
This well-equipped marina hub offers provisioning, refit services, and an easy starting point for bareboat charters. Nearby Port of Spain, the energetic capital, pulses with colorful markets, colonial architecture, and world-famous Carnival culture, inviting you to experience the island's dynamic spirit beyond the sea.​​
Along Trinidad's northwest coast, lush hills descend into protected bays and secluded beaches—Anchor near Macqueripe Bay or Maracas Bay, known for its golden sands and dramatic rainforest backdrop. Inland, Trinidad reveals a surprising natural richness, with dense tropical rainforest, waterfalls, and wildlife sanctuaries such as the Asa Wright Nature Centre, renowned for its birdlife. The island's diverse landscapes, from mangroves to rolling hills, create an immersive Caribbean experience beyond the shoreline, perfect for adventure travelers.
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​A short and scenic sail northeast brings you to Tobago, a tranquil island celebrated for its untouched beauty and relaxed way of life. Tobago is a true gem for sailors, offering clear waters, coral reefs, and peaceful anchorages. Scarborough, the island's charming capital, blends colonial history with local culture, while smaller coastal villages such as Charlotteville and Castara invite you to unwind and embrace authentic island serenity.
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Tobago's coastline is dotted with stunning beaches and bays ideal for anchoring and swimming. Pigeon Point Heritage Park, with its iconic jetty and powder-white sand, is one of the Caribbean's most photographed beaches and a highlight of any sailing itinerary. Englishman's Bay and Pirate's Bay offer more secluded escapes, framed by lush rainforest and turquoise waters. ​
​​Nature lovers will be captivated by Tobago's interior, home to the Main Ridge Forest Reserve, the Western Hemisphere's oldest protected rainforest. Hiking trails wind through dense jungle to panoramic viewpoints and hidden waterfalls, adding an adventurous and explorative dimension to your sailing holiday.
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Beneath the surface, Tobago's reefs and dive sites are among the finest in the Southern Caribbean, perfect for snorkeling straight from your yacht.
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Island hopping from Trinidad & Tobago opens the door to further exploration of the Southern Windward Islands, with routes north toward Grenada, Carriacou, and the Grenadines, creating longer and more adventurous bareboat itineraries for experienced sailors.
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Experience authentic Caribbean culture, lush rainforests, and rewarding sailing by choosing Trinidad & Tobago for your luxury bareboat holiday. From Trinidad's vibrant energy and protected cruising grounds to Tobago's pristine beaches and serene anchorages, this twin-island destination offers a unique and unforgettable Caribbean sailing adventure—perfect for those seeking diversity, discovery, and authentic Caribbean island soul.
St. Vincent
The Best Time for Yacht Charter
The Windward Islands, stretching from Dominica and Martinique to Grenada and St. Lucia, offer idyllic sailing conditions for most of the year. The prime charter season runs from December to May, when trade winds are steady, seas are calm, and temperatures are comfortably warm—perfect for bareboat sailing, catamaran cruising, and island hopping.
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December to May
December to May provides optimal conditions for exploring the Windward Islands’ turquoise waters, sheltered bays, and vibrant coral reefs. Sailing during this season ensures maximum freedom, comfort, and tropical serenity.
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June to November
From June to November, the Caribbean enters the hurricane season. Hurricane season does not make the Grenada off-limits — it simply calls for thoughtful planning.
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Each season brings its own charm. Even through hurricane months, the islands remain inviting, graceful, and beautifully timeless. ​For peace of mind, consider skippered charters, and always follow local marina guidance.​
Caribbean Islands
Explore the Caribbean — A Paradise of Islands, Culture & Endless Blue
Embark on an unforgettable journey through the Caribbean aboard a premium bareboat sailing yacht or luxury catamaran, where turquoise waters, sun-drenched beaches, and warm island traditions await. Sail through the enchanting archipelagos of The Bahamas, Cuba, Antigua & Barbuda, the British Virgin Islands, St. Martin, Guadeloupe, Martinique, St. Lucia, St. Vincent & the Grenadines, and Grenada, each offering its own rhythm, flavor, and timeless beauty.
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From the calm, cerulean shallows of the Exumas to the coral-rich bays of the Grenadines, every route invites discovery. Anchor in secluded lagoons accessible only by sea, wander lively harbors filled with music and color, and dine barefoot on white-sand beaches under starlit skies. Here, every sunrise brings another island. Every anchorage, a memory.
This is Caribbean sailing at its most refined: free, vibrant, unforgettable.
Windward Islands
Volcanic Peaks, Emerald Seas & the Soul of the Caribbean
Discover the Windward Islands, a spectacular chain of lush, volcanic isles shaped by steady trade winds and dramatic scenery. From emerald Dominica and elegant Martinique to iconic St. Lucia, the Grenadines, and Grenada, sail between rainforest-covered peaks, secluded bays, and vibrant island cultures—an exhilarating blend of raw natural beauty, adventurous passages, and unforgettable Caribbean freedom.
Leeward Islands
Island-Hopping in Caribbean Elegance
Set sail through the Leeward Islands, where steady trade winds, turquoise seas, and short, scenic passages create one of the Caribbean’s most rewarding sailing regions. From the chic shores of Saint Martin and Antigua to the unspoiled beauty of Barbuda, Guadeloupe, Nevis, and the Virgin Islands, each stop blends vibrant culture, protected anchorages, and powder-white beaches—perfect for relaxed, luxurious island-hopping at its finest.
The Bahamas
A Private World of Sapphire Horizons
Sail the Bahamas on a premium bareboat sailing yacht or catamaran charter. Explore Nassau, the Exumas and Abaco Islands to experience the rhythm of Caribbean island living. Discover the Beauty of sapphire-blue cays, pristine white-sand beaches, and serene anchorages.
Cuba
The Rhythm of the Caribbean at Sea
Explore Cuba aboard a premium bareboat sailing yacht or catamaran. From Havana’s historic waterfront to the serene lagoons and endless white-sand cays of the Canarreos Archipelago, Cuba offers pure island rhythm, cultural richness, and uncharted tropical beauty.
Saint Martin & St. Barth
French Caribbean Glamour at Sea
Sail between Saint Martin’s vibrant harbors and St. Barth’s refined elegance aboard a luxury bareboat sailing yacht or catamaran. Discover turquoise bays, chic beach clubs, and secluded anchorages — where French sophistication meets pure Caribbean ease.
Guadeloupe
A Caribbean Mosaic of Color & Calm
Discover Guadeloupe’s emerald rainforest peaks, turquoise lagoons, and golden-sand bays aboard a luxury bareboat sailing yacht or catamaran. From vibrant Pointe-à-Pitre to the serene Îles des Saintes, every anchorage reveals effortless beauty, and pure Caribbean serenity.
St. Lucia
Sail the Iconic Heart of the Windwards
Sail St. Lucia aboard a luxury bareboat yacht or catamaran and experience the island’s iconic Pitons, volcanic beaches, and tranquil coral bays. St. Lucia represents the perfect blend of vibrant Caribbean rhythm, exciting adventure, rich culture, and a luxurious tropical escape.
St. Vincent & The Grenadines
Island-Hopping Bliss in the Southern Caribbean
Sail a chain of pristine islands where turquoise lagoons, coral-fringed beaches, and serene anchorages create the ultimate Caribbean escape. From Bequia to Mustique and the Tobago Cays, every stop feels like a secret discovered.
Grenada
The Spice-Scented Gateway to the Grenadines
Begin your Caribbean voyage where rainforest valleys meet brilliant turquoise seas. Sail north from Grenada into the pristine Grenadines — a journey of effortless island-hopping, and pure Caribbean spirit. From Grenada to the Tobago Cays, every mile is a tropical dream.
Plan Your Caribbean Sailing Adventure
Imagine the freedom of island-hopping across the Caribbean’s most iconic sailing destinations — from the turquoise waters of the Bahamas and the vibrant culture of Cuba to the white-sand elegance of Antigua & Barbuda, the secluded bays of the Grenadines, and the volcanic beauty of St. Lucia and Martinique.
With our premium bareboat sailing yacht and catamaran charters, you choose your course, your pace, and your perfect rhythm at sea. Drop anchor in crystal-clear lagoons, explore colorful reef sanctuaries, stroll through charming island towns, and savor the easy, sun-washed spirit of Caribbean life.
Whether you seek serene sailing days, lively beach bars, exclusive anchorages, or endless snorkeling and diving adventures — the Caribbean offers a journey where every sunrise feels like a new beginning.
Set sail and start planning your dream Caribbean voyage today.
Western Mediterranean
Explore More Bareboat Sailing Yacht & Catamaran Charter Destinations
Set sail on an extraordinary adventure with our exclusive bareboat sailing yacht and catamaran charters in the enchanting Western Mediterranean. Immerse yourself in the timeless elegance and breathtaking beauty of this iconic region — where secret coves and turquoise waters await, alongside vibrant coastal towns and luxurious marinas. Experience the true essence of Mediterranean luxury as you glide through the stunning landscapes of Italy, France, Sardinia, Corsica, and the Balearic Islands. Here, each horizon unveils a captivating tale of freedom and sophistication, inviting you to create unforgettable memories on the open sea.
Eastern Mediterranean
Explore More Bareboat Sailing Yacht & Catamaran Charter Destinations
Set sail on an extraordinary journey with our premium bareboat sailing yacht and catamaran charters in the Eastern Mediterranean. Discover a region where ancient history, sun-drenched coastlines, and crystal-clear turquoise waters create the ultimate sailing paradise.
Explore the iconic Greek Islands of the Aegean and Ionian Seas, uncover hidden coves on Turkey’s legendary Turquoise Coast, cruise along Croatia’s stunning Dalmatian Coast, and glide into Montenegro’s dramatic Bay of Kotor along the Adriatic. Each destination offers scenic passages, sheltered anchorages, and a perfect blend of culture, nature, and relaxed Mediterranean elegance.
Our luxury bareboat yachts and catamarans provide freedom, comfort, and refined design, allowing you to craft your own itinerary and sail at your own pace. This is Eastern Mediterranean sailing at its finest—effortless, inspiring, and unforgettable.
Luxury Yacht Charters Worldwide
35 Stunning Destinations Across the Globe
Bareboat Freedom, Crewed Elegance & Ultimate Luxury
Experience the world without limits—where every course is yours to choose and to be explored—on your terms, at your pace, and wrapped in uncompromising luxury. Whether you seek the freedom of a premium bareboat charter or the effortless luxury of a fully crewed, five-star yacht, your journey begins here with options designed to match your desires, giving you confidence in a tailored experience. ​Explore iconic coastlines and secluded turquoise bays across the Mediterranean, Caribbean, Indian Ocean, French Polynesia, and beyond, inspiring a sense of limitless adventure worldwide. ​Our hand-selected collection of premium bareboat sailing yachts, catamarans, cabin charters, crewed yachts, and luxury yachts offers unparalleled options for extraordinary sea adventures, catering to every preference and style.
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Step aboard and set your course for a truly exclusive sailing vacation. Let us craft your personalized, luxury yacht charter adventure tailored to your desires.
Design Your Ultimate Yacht Charter Vacation
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Bareboat Sailing Yacht Charters
Perfect for those seeking the thrill of sailing and the ultimate sense of freedom.
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Bareboat Catamaran Charters
Ideal for unmatched comfort, spacious living, and effortless, relaxed sailing.
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Crewed Luxury Yacht Charter
If you’re seeking a luxury yacht adventure, embark on the voyage of your dreams with our exclusive collection of crewed yachts. Each vessel is meticulously selected to meet the highest standards of elegance, comfort, and bespoke service for your private charter.
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Discover mesmerizing Croatia as you explore enchanting coastal gems or venture to pristine, secluded islands. Every journey is designed to be as unforgettable as it is refined, combining breathtaking scenery with unrivaled luxury.
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Every detail on board is crafted to perfection, offering personalized service, complete privacy, and extraordinary moments on the water. Choose from an exceptional fleet of Ultra Luxury Yachts, Motor Yachts, Motorsailers, High Deluxe Yachts, High Deluxe Gulets, and Luxury Gulets, each showcasing superior quality, comfort, and amenities. Begin your incredible journey to unmatched elegance and indulge in the ultimate Croatia luxury yacht experience.
For more detailed information, please visit: www.luxury-charteryachts.com