Leeward Islands
Leeward Islands
Bareboat Yacht Charter
Luxury Catamaran & Sailing Yacht Charters
Explore the enchanting Leeward Islands
Uncover the enchanting allure of the Leeward Islands, a stunning archipelago of Caribbean jewels that gracefully weaves through the West Indies. The Leeward Islands are a captivating archipelago nestled at the juncture of the northeastern Caribbean Sea and the enchanting western Atlantic Ocean. Starting with the idyllic Virgin Islands, gracefully positioned east of Puerto Rico, this stunning chain of islands stretches southeastward to the lush landscapes of Guadeloupe, each island brimming with its own unique charm and vibrant culture.
This paradise is perfectly crafted for unforgettable bareboat charters aboard luxury catamarans and sailing yachts.
Choose bareboat charter for complete independence and adventure — or select a skippered catamaran charter, guided by a local captain who knows every hidden cay, sandbar, and secret snorkeling haven. For the ultimate indulgence, simply add a private hostess or onboard chef, transforming your journey into a fully pampered island-luxury escape.
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Embark on an exhilarating island-hopping adventure, where each voyage reveals new wonders. Experience the thrill of offshore sailing as you glide between emerald peaks, powdery white beaches, and crystalline lagoons, all while vibrant coral reefs teem with tropical marine life beneath you.
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Delve into the treasures of the Leeward Islands, where every stop offers a unique Caribbean gem. Bask in the sun-soaked bays of Antigua, revel in the pristine pink sands of Barbuda, indulge in the serene luxury of Anguilla, and soak up the French-Creole sophistication of Saint Martin and Saint Barth. Sail past the dramatic volcanic peaks of Montserrat, lose yourself in Guadeloupe's lush rainforest, and immerse yourself in the breathtaking waterfalls and wild beauty of Dominica. Continue your voyage to the timeless charms of St. Kitts & Nevis, then surrender to the peaceful anchorages of the British Virgin Islands and the vibrant turquoise bays of the U.S. Virgin Islands.
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With steady trade winds, welcoming harbors, and endless opportunities for snorkeling, hiking, dining, and cultural exploration, a yacht charter in the Leeward Islands is more than just a journey—it's an odyssey defined by freedom, beauty, and the pure magic of the Caribbean. Here, every sail becomes an unforgettable story, every anchorage a personal paradise, and each day a new adventure waiting to unfold.
Antigua
The Caribbean’s Ultimate Island-Hopping Playground
Set sail to Antigua, a Caribbean gem boasting 365 sun-kissed beaches, vibrant harbors, and hidden coves perfect for anchorages. Explore turquoise waters, indulge in local cuisine at waterfront bars, and immerse yourself in Antigua’s rich history and culture. Experience the ultimate sailing escape where every day unveils a new adventure.
Barbuda
Pink Sands, Wild Nature & Secluded Freedom
Discover Barbuda’s untouched elegance — where pink-sand beaches meet turquoise lagoons and time slows to a whisper. Set sail on a luxury bareboat catamaran or sailing yacht, and explore secluded coves, coral reefs, and pure serenity in one of the Caribbean’s most exclusive and unspoiled sailing destinations
Montserrat
The Emerald Isle of the Caribbean
Sail to a place where nature’s power and beauty converge. Lush green peaks, black-sand shores, and the quiet strength of a living volcano create a world both soulful and untouched. Montserrat is not discovered by many — only by those who seek depth, wonder, and true Caribbean authenticity.
St. Barth & Gustavia
Chic Luxury & Caribbean Elegance
Sail from Antigua to the glamorous island of St. Barth. Discover Gustavia’s pastel harbor, secluded coves, pristine beaches, and world-class dining. Perfect for bareboat sailing yacht and catamaran charters, offering freedom, elegance, and unforgettable Caribbean adventures at your own pace.
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
Guadeloupe
The Butterfly Island of Caribbean Beauty
Set sail in Guadeloupe, the butterfly-shaped jewel of the Caribbean, aboard a luxury bareboat sailing yacht or catamaran. Discover turquoise lagoons, lush rainforests, secluded beaches, and vibrant coral reefs. Explore Les Saintes, Marie-Galante, and Basse-Terre, where adventure, culture, and tropical serenity meet for an unforgettable sailing escape.
Saint Martin / Sint Maarten
Caribbean’s Twin-Island Adventure
Sail the vibrant waters of Saint Martin and Sint Maarten aboard a luxury bareboat yacht or catamaran. Discover stunning beaches, lively harbors, and hidden coves. Immerse yourself in a unique blend of French elegance and Dutch flair, where turquoise waters, thrilling watersports, and unforgettable sunsets await every explorer.
Saint Kitts & Nevis
A Caribbean Sailing Paradise
Set sail through the lush landscapes and turquoise waters of Saint Kitts and Nevis. Explore secluded bays, vibrant coral reefs, and pristine beaches aboard a luxury bareboat sailing yacht or catamaran. Discover charming villages, indulge in local cuisine, and experience the ultimate Caribbean sailing escape..
British Virgin Islands
Caribbean Spirit & Hidden Paradises
Discover the ultimate Caribbean sailing adventure in the British Virgin Islands. Cruise turquoise waters, explore secluded coves, pristine beaches, and vibrant coral reefs. Navigate iconic islands like Tortola, Virgin Gorda, Jost Van Dyke, and Anegada, and experience barefoot luxury, breathtaking sunsets, and unforgettable moments on your luxury bareboat or catamaran charter..
Bareboat Charters - Yacht Rentals
Leeward Islands
Bareboat Yacht Charter
Luxury Catamarans & Sailing Yachts
​Embark on an exhilarating sailing adventure through the Leeward Islands—a chain of Caribbean jewels where the sense of freedom is as vast as the turquoise waters. The steady trade winds and vibrant island cultures create the perfect setting for a premium bareboat sailing yacht or luxury catamaran charter.
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Our carefully selected luxury bareboat catamarans and sailing yachts in the 40- to 65-foot range offer expansive outdoor lounges, elegant interiors, and exceptional stability for smooth sailing across sheltered bays, open passages, and world-class island-hopping routes.
Whether you captain your own yacht or sail with an experienced skipper, every moment is an adventure waiting to unfold. Experience Antigua—the sailing heart of the region—Barbuda, Saint Martin, Saint Barth, Montserrat, Guadeloupe, Dominica, the iconic British Virgin Islands, or the US Virgin Islands.
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Each day invites discovery: snorkel vibrant coral gardens, kayak through crystal-clear lagoons, wander colorful island towns, and savor sunsets that turn the sky into molten Caribbean gold. These are experiences unique to sailing, offering a perspective of the Caribbean that can't be replicated by any other means of travel.
This is sailing at its finest—pure freedom, pure beauty, pure Leeward Islands—a voyage not just to new destinations, but to the true spirit of the West Indies.
Leeward Islands
Bareboat Sailing Yacht Charters
Luxury Sailing Yachts
Bareboat • Skippered • Crewed
Embark on an unforgettable journey aboard a luxury bareboat sailing yacht charter through the stunning Leeward Islands, where the Caribbean beckons with unparalleled freedom, intimacy, and effortless elegance. As you navigate this enchanting island chain, you'll discover a tapestry of contrasts—from glamorous French-Caribbean harbors to secluded volcanic bays and ageless turquoise lagoons, each offering a unique experience waiting to be discovered.
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Our meticulously curated fleet of luxury bareboat sailing yachts, ranging from 37 to 65 feet, showcases the latest innovations from renowned builders such as Jeanneau, Sun Odyssey, Dufour, and Bavaria.
Accommodating up to 12 guests, our yachts feature expansive interiors, air-conditioned cabins, well-appointed galleys, and generous sunbathing decks.
Your Leeward Islands sailing journey begins effortlessly, shaped by inspiration and endless possibilities. Experience the pure art of sailing aboard a elegant sailing yacht, gliding through sheltered turquoise bays, crossing open blue horizons, and island-hopping along some of the Caribbean’s most celebrated routes—each passage offering its own rhythm and reward.
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Whether you take the helm yourself or sail with an experienced local skipper, every day unfolds as a new adventure infused with the vibrant spirit of the Leewards. Enhance the journey with a private hostess or an onboard chef, and enjoy a seamless blend of freedom, comfort, and understated luxury.
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Set sail to Antigua and Barbuda, Anguilla, St. Martin and Sint Maarten, St. Barth, Montserrat, Guadeloupe, Dominica, St. Kitts & Nevis, the British Virgin Islands, or the U.S. Virgin Islands—and create unforgettable memories across one of the world’s most enchanting sailing regions.
Leeward Islands
Bareboat Catamaran Charters
Luxury Catamarans
Bareboat • Skippered • Crewed
Experience the ultimate freedom with a luxury bareboat catamaran charter in the Leeward Islands. With warm trade winds, inviting turquoise bays, and sparkling coral reefs, this region offers one of the most picturesque sailing experiences in the Caribbean.
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Embark on one of the latest models from renowned brands such as Lagoon, Bali, Fountaine Pajot, Catana, and Dufour, ranging in size from 40 to 65 feet.
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Each catamaran features modern designs focused on stability and elegance. These catamarans are your gateway to a world of comfort and luxury. With expansive outdoor lounges and open-air dining areas, panoramic salons for breathtaking views, spacious flybridges ideal for enjoying sunset cocktails, and private en-suite cabins, your every comfort is catered to.
These elegant catamarans are crafted for discerning travelers who seek space, privacy, and refined comfort without compromise. Enjoy the freedom to uncover the Leeward Islands’ hidden coves, blush-toned beaches, and pristine anchorages at your own rhythm, guided entirely by your desires.
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Choose a pure bareboat charter for complete independence, or sail with a seasoned local skipper who reveals secluded bays, reef-lined lagoons, and the most breathtaking sunset anchorages. Elevate the experience further with a private hostess or onboard chef, transforming each day into effortless indulgence.
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From Antigua and Barbuda to Anguilla, St. Martin and Sint Maarten, St. Barth, Montserrat, Guadeloupe, Dominica, St. Kitts & Nevis, the British and U.S. Virgin Islands, the Leewards unfold as a sailing playground of historic harbors, iconic beaches, and world-class snorkeling—where exhilarating passages lead to untouched Caribbean paradise.
Leeward Islands
Luxury Crewed Yacht Charter
Luxury Yacht Charters
Professional Crews * Personalized Service
If you are seeking an experience that goes far beyond a traditional bareboat charter, discover an extraordinary collection of luxury yachts available for fully crewed private charters across the Caribbean Leeward Islands—where turquoise seas, powder-white beaches, and relaxed island elegance define life at sea.
Our elite charter portfolio blends uncompromising comfort, world-class service, and unforgettable moments, all carefully tailored to your personal vision. A fully crewed yacht charter in the Leeward Islands invites you into a world of effortless indulgence, where warm trade winds, crystal-clear waters, and iconic island destinations create the perfect backdrop for a truly exceptional escape.
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Explore a handpicked fleet of luxury and ultra-luxury yachts, elegant motor yachts, and impressive superyachts, each a masterpiece of design and craftsmanship. Refined interiors, expansive sun decks, and seamless indoor-outdoor living offer an elevated yachting lifestyle in complete harmony with the Caribbean’s natural beauty.
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Step aboard your private floating five-star sanctuary, where a dedicated professional crew anticipates every wish with discretion and expertise. From gourmet cuisine inspired by Caribbean flavors and international fine dining to bespoke itineraries, thrilling water sports, and unforgettable sunsets at anchor, every detail flows effortlessly into the next.
Cruise between the Leeward Islands’ most captivating destinations, discovering secluded coves accessible only by yacht and vibrant harbors rich in culture and character. Wake up in tranquil anchorages framed by palm-lined shores, swim in luminous turquoise lagoons, and savor exceptional meals prepared just for you as gentle trade winds carry you onward.
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Whether your vision includes relaxed cruising between elegant islands, peaceful days anchored in hidden bays, or stylish evenings ashore in world-renowned harbors, the Leeward Islands deliver a yachting experience defined by freedom, beauty, and understated luxury.
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This is the ultimate choice for travelers seeking more than a holiday at sea—an exclusive journey where personalized service, refined comfort, and Caribbean magic unite. Your extraordinary Leeward Islands adventure awaits. Set sail to Antigua, Barbuda, Anguilla, St. Martin and Sint Maarten, St. Barth, Montserrat, Guadeloupe, Dominica, St. Kitts & Nevis, the British Virgin Islands, or the U.S. Virgin Islands, and create memories that will last a lifetime.
Leeward Islands
Luxury Bareboat Yacht Charter
Sailing Yacht & Catamaran Charter
Antigua
The Caribbean’s Ultimate Island-Hopping Playground
Antigua stands at the heart of the Leeward Islands as one of the Caribbean's most iconic destinations for luxury bareboat sailing yachts and catamarans. Blessed with steady trade winds, short sailing distances, and line-of-sight navigation, the island is a true sailor's paradise, offering an extraordinary blend of natural beauty, maritime heritage, and relaxed Caribbean sophistication. Discover the thrill of sailing in this vibrant setting and imagine yourself exploring its stunning waters.
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With a legendary beach for every day of the year, Antigua enchants sailors with 365 sun-kissed stretches of sand, each offering its own character—from secluded coves and coral-fringed bays to lively shores where turquoise waters, steady trade winds, and effortless anchoring define the essence of Caribbean sailing bliss.
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The coastline of Antigua unfolds in a mosaic of idyllic bays and anchorages, each with its own character. English Harbour and neighboring Falmouth Harbour form the cultural soul of the island, where historic Nelson's Dockyard, elegant marinas, and lively waterfront restaurants create a timeless sailing atmosphere.​
Antigua's spirit is further defined by its dynamic calendar of celebrations, renowned sailing regattas, and lively cultural events. From exhilarating street festivals filled with music and color to prestigious international yachting competitions, the island pulses with energy year-round, ensuring that every season brings a memorable event worthy of the world's sailing elite. Feel the excitement of being part of this lively maritime community.
Just beyond, Freeman's Bay and Pigeon Point invite you to drop anchor in calm, protected waters framed by soft sand and gentle hills. Along the west coast, Carlisle Bay and Jolly Harbour offer golden beaches, tranquil conditions, and effortless access to beach clubs and coastal dining. The north and northeast reveal quieter gems such as Dickenson Bay, Long Island, and Deep Bay, where turquoise seas, coral reefs, and excellent snorkeling define the scene.
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Antigua's points of interest extend beyond its anchorages. The island's interior reveals rolling hills, historic sugar plantations, and panoramic viewpoints, culminating at Shirley Heights—home to the island's legendary sunset parties. As the sun dips below the horizon, live steel pan and reggae music, local barbecue, and sweeping views over English Harbour create one of the Caribbean's most iconic sailing experiences.​
From Antigua, the surrounding islands form an exceptional sailing constellation. Barbuda lies just to the north, renowned for its untouched wilderness, pink-sand beaches, and serene lagoons.
To the northwest, Anguilla offers powder-white beaches and crystal-clear shallows, while St. Martin and Sint Maarten blend European flair with vibrant Caribbean energy.
Nearby St. Barth adds understated glamour, St. Kitts & Nevis impress with volcanic landscapes and heritage, and Saba and Montserrat entice with dramatic, unspoiled beauty. Guadeloupe, along with the British and U.S. Virgin Islands, completes a sailing playground of extraordinary diversity.
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With its exceptional cruising conditions, iconic anchorages, and unforgettable highlights such as the legendary Shirley Heights sunset parties, Antigua is more than a destination—it is a gateway to limitless Caribbean exploration, ideally suited to a refined and independent bareboat sailing experience.
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The island is easily accessible via Antigua's V C Bird International Airport, with numerous airlines connecting it to major hubs worldwide, ensuring a smooth start to your sailing adventure.
Barbuda
Pink Sands, Wild Nature & Secluded Freedom
Barbuda is one of the Caribbean's last true sanctuaries—a rare destination where untouched nature, vast open spaces, and profound tranquility create an exclusive sailing experience for discerning travelers. Located just 27 nautical miles north of Antigua, this low-lying coral island offers a private escape for luxury bareboat sailing yachts and catamarans exploring the Leeward Islands, providing a striking contrast to the lively harbors of its southern neighbor.
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Arriving by yacht, Barbuda immediately captivates with its legendary pink-sand beaches, stretching endlessly along the western and southern shores. These softly blushed sands, formed by crushed coral and shells, meet shallow, crystal-clear turquoise waters that offer calm anchoring conditions.
Cocoa Point, Low Bay, and Spanish Point rank among the island's most serene anchorages, providing peaceful seclusion, excellent protection, and a sense of calm that feels like the ultimate luxury. Life here unfolds at nature's gentle pace—swimming, paddleboarding, beachcombing, and savoring uninterrupted horizons where silence and space foster deep relaxation.​
Barbuda's raw beauty extends beyond its beaches into a pristine interior of lagoons, mangroves, and wetlands. The island is home to the renowned Frigate Bird Sanctuary within Codrington Lagoon, one of the largest colonies in the world, a natural highlight that invites curiosity and respect. Easily explored by tender or with a local guide, this sanctuary offers a chance to connect with untouched ecosystems and appreciate the island's unspoiled essence. Nearby, the village of Codrington provides a glimpse into authentic island life, where simplicity, warmth, and tradition reflect the island's pure, unblemished soul.
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A truly extraordinary extension of any Barbuda sailing experience is a visit to Redonda, the third island of Antigua and Barbuda. Rising dramatically from the sea, this remote volcanic outcrop is a protected nature reserve and a striking reminder of the region's geological past. Once mined for guano, Redonda has been rewilded and now showcases the haunting beauty of an extinct volcano, cliffs, seabird colonies, and a powerful sense of isolation. Approaching Redonda by yacht is an unforgettable experience—wild, cinematic, and sincerely humbling—offering adventurous sailors a rare encounter with one of the Caribbean's most untouched islands.​​​​
As part of a luxury sailing journey, Barbuda pairs perfectly with Antigua, offering sailors the chance to experience two distinctly different worlds. After the refined marinas, historic harbors, and vibrant atmosphere of English Harbour, Falmouth Harbour, and Jolly Harbour, Barbuda feels like entering a private realm reserved for those who value space, silence, and nature. The short and scenic passage between the islands makes island-hopping effortless and rewarding. Start planning your sailing adventure to Barbuda today and discover its unmatched natural beauty and tranquility.
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​From Barbuda, the wider Leeward Islands unfold with endless possibilities. Sail south again to Antigua's famed 365 beaches, or continue onward toward St. Martin and Sint Maarten for cosmopolitan flair, Anguilla for understated elegance, St. Barth for refined glamour, or further to St. Kitts & Nevis, Montserrat, Guadeloupe, and even the British and U.S. Virgin Islands—each adding its own rhythm, culture, and scenery to the voyage.
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Barbuda is not about crowds or spectacle. It is about rare freedom, elemental beauty, and the quiet luxury of untouched nature. For sailors seeking pristine anchorages, authentic island life, and unforgettable encounters both above and below the horizon, Barbuda—together with Antigua and wild Redonda—stands as one of the most exclusive and rewarding sailing experiences in the Leeward Islands. Consider including Barbuda on your next voyage for an authentic, secluded escape that few have experienced.
Redonda
Untamed Majesty & Secluded Adventure
Rising dramatically from the deep blue Caribbean Sea, Redonda is one of the Leeward Islands’ most extraordinary and least explored destinations. This small, uninhabited volcanic island lies between Antigua and Montserrat, offering a rare and adventurous stop for luxury bareboat sailing yachts and catamarans seeking raw beauty, solitude, and a true sense of discovery far from the beaten path.
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Redonda is the exposed summit of an extinct volcano, with its sheer cliffs plunging straight into the ocean, creating a powerful, almost mythical presence on the horizon. Declared a protected nature reserve, the island has undergone a remarkable ecological restoration and is now a thriving sanctuary for seabirds, native plants, and marine life. There are no towns, roads, or resorts here—only untamed nature and the sound of wind and waves, making Redonda a destination reserved for confident sailors and explorers.
Although landing ashore is restricted to protect its fragile ecosystem, the waters surrounding Redonda offer a dramatic and rewarding anchoring experience in settled conditions. The lee side of the island, depending on wind and swell, provides temporary anchorage for experienced skippers, allowing yachts to pause beneath towering cliffs and absorb the island’s wild atmosphere. The deep, clear waters are ideal for snorkeling and free diving, with impressive underwater rock formations, vibrant reef life, and excellent visibility.​
​Redonda’s rugged coastline offers no sandy beaches, yet its appeal lies in its striking geology and sense of isolation. Cruising slowly around the island reveals dramatic lava formations, nesting seabirds circling overhead, and a constantly changing palette of colors as sunlight reflects off the cliffs and sea. It is a place to experience the Caribbean at its most elemental.
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As part of a luxury sailing journey through the Leeward Islands, Redonda pairs beautifully with nearby Antigua, known for its 365 beaches and lively harbors, and Montserrat, with its volcanic landscapes and rich cultural heritage. This contrast—between refined island life and untouched wilderness—adds depth and adventure to any itinerary.
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Redonda is not about comfort or amenities; it is about rare access, raw nature, and authentic exploration. For sailors who value exclusivity, dramatic scenery, and the thrill of reaching places few ever see, Redonda stands as a powerful symbol of the Caribbean’s untamed soul—an unforgettable highlight for those seeking true seclusion and adventure at sea.
Create Your Tailor-Made Redonda Adventure.
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Montserrat
The Emerald Isle of the Caribbean
Sail toward Montserrat and you’ll feel it before you see it — a quiet, magnetic presence rising from the sea. Lush emerald hills sweep into deep valleys, black-sand beaches shimmer like volcanic glass, and the island’s iconic Soufrière Hills volcano stands as a testament to both nature’s force and its extraordinary renewal.
This is a place that moves at its own rhythm — unhurried, soulful, and deeply authentic.
Rising lush and green from the heart of the Leeward Islands, Montserrat is one of the Caribbean's most fascinating and soulful sailing destinations.
Known as the Emerald Isle of the Caribbean for its verdant landscapes and Irish heritage, the island offers a rare blend of dramatic natural power, rich culture, and tranquil seclusion—perfect for luxury bareboat sailing yachts and catamarans seeking authenticity beyond the usual Caribbean rhythm.
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Montserrat's identity is inseparable from the Soufrière Hills Volcano, an active giant that reshaped the island in the 1990s. Its eruptions buried the former capital, Plymouth, beneath layers of ash, creating a modern-day Pompeii that stands as one of the Caribbean's most haunting and compelling sights.
While the southern part of the island remains an exclusion zone, the Montserrat Volcano Observatory in Salem provides panoramic views of the volcano and detailed insight into the island's geological story, making it an essential visit for curious sailors.​
Today, life flourishes in the northern part of the island, where charming coastal hubs welcome visiting yachts. Little Bay serves as Montserrat's main port of entry and anchorage, offering good holding, calm conditions, and a relaxed beachside atmosphere with local bars and restaurants. It is also the future heart of the island, with a new town center gradually taking shape. Nearby Brades, the de facto capital, provides essential services and a glimpse into everyday island life. At the same time, Salem carries a musical legacy as the former home of Sir George Martin's legendary AIR Studios, once frequented by icons such as Paul McCartney and Elton John.
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Montserrat's coastline, with its striking volcanic origins, inspires awe through vivid colors and textures. Rendezvous Bay's white sands and rugged northern cliffs reward explorers with breathtaking views and a sense of adventure.
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Rendezvous Bay, the island's only white-sand beach, is a true highlight for yachts, accessible mainly by boat and ideal for snorkeling in clear, calm waters. Woodlands Beach, with its dramatic black sand, is a beautiful anchoring stop for sunset views, while the rugged northern shores around Silver Hills reveal wild cliffs and sweeping sea vistas that reward exploratory cruising.​​
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​​Beyond the coast, Montserrat's lush interior, like the Centre Hills Rainforest, invites curiosity and tranquility, offering a peaceful escape into nature's untouched beauty and rare wildlife encounters.
The Centre Hills Rainforest is a protected sanctuary of dense vegetation, home to rare species such as the Montserrat Oriole. Well-marked trails like the Oriole Walkway and hikes to historic estate ruins offer breathtaking viewpoints and a deeper connection to the island's natural soul.
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Montserrat's cultural life is as distinctive as its landscape. Montserrat's lively cultural festivals invite you to experience the island's unique traditions. The island is famous for its St. Patrick's Festival, a ten-day celebration each March that blends Irish and African traditions through music, storytelling, and more. Montserrat Carnival, held around the New Year, fills the island with calypso rhythms and vibrant street celebrations, while the Calabash Festival in summer highlights local crafts and heritage.
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As part of a luxury sailing journey, Montserrat pairs beautifully with nearby Antigua and Barbuda, the untouched wilderness of Redonda, and the refined glamour of St. Barth. Each nearby island offers a different mood, making Montserrat a deeply enriching stop within a diverse Leeward Islands itinerary.
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Montserrat is not a destination of crowds or polished resorts—it is a place of raw beauty, powerful history, and genuine Caribbean spirit. For sailors seeking meaningful experiences, dramatic scenery, and a connection to nature and culture, Montserrat stands as one of the most unforgettable and rewarding islands to discover by sea.
Craft Your Exclusive Montserrat Sailing Getaway.
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St. Barth & Gustavia
Chic Luxury & Caribbean Elegance
Saint Barthélemy—known simply as St. Barth or St. Bart—is the embodiment of refined Caribbean glamour and a top choice for luxury sailing enthusiasts seeking exclusive yachting experiences in the Leeward Islands. Small in size yet grand in style, this French jewel blends relaxed island life with world-class sophistication, attracting yachting connoisseurs, celebrities, and discerning sailors from around the globe.
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At the heart of the island lies Gustavia, the charming capital wrapped around a picturesque horseshoe-shaped harbour. Named after Sweden’s King Gustav III, the town reflects its Swedish colonial heritage through red-roofed buildings, historic landmarks, and elegant waterfront promenades. Gustavia’s harbour is a global superyacht hotspot, especially during the festive season, offering unforgettable yacht-spotting, golden sunsets, and a vibrant social scene.
Luxury shopping lines the streets, with iconic brands such as Louis Vuitton and Hermès alongside chic local boutiques, while cultural highlights include the Wall House Museum, the Swedish Bell Tower, the Fort Gustave ruins, and Fort Karl, which reward visitors with panoramic views over the bay, perfect for those interested in island history and culture.​
Beyond Gustavia, St. Barth reveals a collection of distinctive villages and anchorages. Saint-Jean is famed for its dazzling beach, upscale boutiques, and legendary Eden Rock Hotel, while nearby Nikki Beach sets the tone for glamorous daytime celebrations.
Corossol offers a glimpse into traditional island life, where local fishermen and artisans preserve centuries-old customs, including hand-woven palm hats. Lorient, one of the island’s oldest settlements, provides a quieter, authentic atmosphere with its historic church and laid-back charm.
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St. Barth boasts 14 stunning beaches, all public and each uniquely captivating. Anchor near Shell Beach, steps from Gustavia, for a social vibe and chic beach club atmosphere. Colombier Bay, accessible only by boat or footpath, is a secluded paradise ideal for snorkeling among turtles and rays.
Gouverneur Beach feels wild and untouched, Saline Beach rewards explorers with sweeping turquoise views, while Flamands Beach, the island’s longest, offers a dramatic setting backed by rolling hills.​
​The island’s calendar is as legendary as its scenery. World-class events such as the St. Barts Bucket Regatta, Les Voiles de St. Barth, the Gourmet Festival, and the iconic New Year’s Eve celebrations transform the harbour into a dazzling stage of sails, fireworks, and festivities.
Culinary excellence defines St. Barth, often hailed as the Caribbean’s gastronomic capital, where French artistry meets island flavors in exceptional seaside restaurants.
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From St. Barth, sailors can continue island-hopping through the Leeward Islands to St. Martin/Sint Maarten, Anguilla, Saba, St. Kitts & Nevis, Montserrat, Guadeloupe, or onward to the British and U.S. Virgin Islands, each adding its own rhythm and character to the journey.
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For those seeking a luxury sailing experience that seamlessly blends elegance, culture, and natural beauty, St. Barth stands unrivaled—a destination where chic sophistication and Caribbean soul come together in perfect harmony.
Set Sail and Enter the World of St. Barth Yachting.
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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.
Guadeloupe
The Butterfly Island of Caribbean Beauty & French-Creole Charm
Guadeloupe, a captivating sailing destination in the Caribbean, is a unique blend of French elegance and Creole culture. This fusion, along with its untouched natural beauty, creates a harmonious paradise.
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Guadeloupe unfolds like a living postcard in the heart of the Leeward Islands. Guadeloupe, the enchanting “Butterfly Island” of the Leeward Islands, is a dream destination for luxury bareboat sailing yachts and catamarans cruising the Caribbean Sea.
​As a French overseas department blending European elegance with Creole vibrancy, it invites sailors to discover a rich tapestry of landscapes, anchorages, and cultural experiences that promise memorable adventures.
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Known as the “Butterfly Island,” Guadeloupe captivates from the very first approach, its twin wings—lush, volcanic Basse-Terre and sun-kissed Grande-Terre—offering two worlds seamlessly joined by sea and sky.​
​Sailing along the coast reveals a tapestry of protected bays, turquoise lagoons, and dramatic green backdrops. Pointe-à-Pitre welcomes arriving yachts with vibrant markets, colorful streets, and a pulse of island life shaped by centuries of history and culture.
To the east, Grande-Terre seduces with endless white-sand beaches, gentle trade winds, and inviting anchorages off Sainte-Anne and Saint-François, where lively marinas, beach bars, and night markets set the rhythm of warm Caribbean evenings.
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Basse-Terre offers a striking contrast, rising from the sea into lush rainforests crowned by La Soufrière volcano. From tranquil west-coast anchorages near Bouillante and Deshaies, sailors can step ashore to discover cascading waterfalls, hidden jungle trails, and the legendary Jacques Cousteau Underwater Reserve, where crystal-clear waters reveal vibrant coral gardens and abundant marine life. The crescent bay of Deshaies, framed by emerald hills and golden sand, offers one of the most atmospheric anchorages in the Lesser Antilles, blending natural beauty with relaxed island charm.
Guadeloupe’s soul truly shines through its lively celebrations.
Carnival fills the winter months with music, dance, and spectacular parades, while December’s Chanté Nwèl echoes across villages and anchorages with traditional Creole songs. Throughout the year, food, rhythm, and tradition infuse every harbor visit, transforming each stop into an authentic cultural encounter.
Beyond Guadeloupe’s shores, the surrounding islands invite effortless exploration. The enchanting Les Saintes lie just to the south, boasting one of the Caribbean’s most beautiful natural harbors, pristine snorkeling bays, and postcard-perfect villages. Marie-Galante adds a quieter rhythm, with open beaches, historic sugar estates, and anchorages where time seems to slow.
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Guadeloupe is not just a sailing destination—it is an experience of contrast and harmony, where rainforest meets reef, French refinement meets Creole passion, and every nautical mile reveals a new sense of wonder. For discerning sailors seeking diversity, beauty, and soul, Guadeloupe stands as one of the most inspiring cruising grounds in the Caribbean Sea.
Discover Saint Martin & Sint Maarten
The Caribbean’s Twin-Island Paradise
Set sail on a luxury bareboat sailing yacht or catamaran through the dazzling waters of Saint Martin and Sint Maarten, a unique Caribbean destination where French sophistication meets Dutch vibrancy. Cruise along pristine beaches, hidden coves, and lively harbors, exploring the islands at your own pace.
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Saint Martin captivates with its gourmet dining, charming villages, and turquoise bays, while Sint Maarten offers energetic nightlife, colorful markets, and world-class sailing conditions.​
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Set at the heart of the Leeward Islands, Saint Martin & Sint Maarten form one of the Caribbean’s most captivating sailing destinations. In this rare twin-island paradise, French sophistication and Dutch-Caribbean vibrancy coexist in effortless harmony. For luxury bareboat sailing yachts and catamarans, this “Friendly Island” offers an irresistible mix of world-class anchorages, legendary beaches, cosmopolitan flair, and easy island-hopping to some of the region’s most iconic shores.
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Approaching by sea, the island immediately reveals its dual personality. On the Dutch side, Philipsburg curves gracefully around Great Bay, its long boardwalk alive with beach bars, cafés, and duty-free boutiques. Anchoring nearby places sailors steps away from Front Street’s renowned shopping scene and sunset cocktails overlooking the harbor. Just around the coast, Simpson Bay opens into one of the Caribbean’s largest lagoons, a major yachting hub framed by marinas, superyachts, lively restaurants, casinos, and nightlife that continues well into the night.​​
Crossing seamlessly into the French side, the atmosphere softens into understated elegance. Marigot charms with pastel façades, open-air markets, and waterfront cafés, while a short hike up to Fort Louis rewards visitors with sweeping views across Marigot Bay toward Anguilla.
Grand Case, celebrated as the culinary capital of the Caribbean, tempts sailors with exceptional fine dining, boutique hotels, and a relaxed village feel best enjoyed after anchoring just offshore. Tuesday evenings during the season bring Les Mardis de Grand Case, when streets fill with music, crafts, and Creole flavors.
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Saint Martin & Sint Maarten boast an astonishing 37 beaches, each with its own character. Orient Bay delivers chic energy and iconic beach clubs reminiscent of the French Riviera, while Baie Longue and Happy Bay offer quiet sophistication and untouched beauty. Mullet Bay enchants with clear waters and a laid-back local vibe, while Maho Beach provides one of the Caribbean’s most unforgettable spectacles as aircraft skim just above sunbathers before landing. From calm family-friendly shores to secluded coves accessible by tender, the island rewards every style of sailor.
Beyond the beaches, lush hills, and rainforests, adventure ashore adds to the experience. Loterie Farm, nestled beneath Pic Paradis, invites hikers, zipliners, and those seeking refined relaxation at its jungle pool. On the Dutch side, panoramic views await atop Sentry Hill, home to the world’s steepest zipline and sweeping vistas over the island and surrounding seas.​
​Saint Martin & Sint Maarten are also vibrant centers for events and sailing culture. The legendary Heineken Regatta transforms the island into a global sailing stage each March, blending competitive racing with world-famous beach concerts.
Carnivals on both sides of the island explode with color, music, and dance, while international music festivals and weekly street celebrations keep the calendar lively throughout the season.
Perfectly positioned for island-hopping, Saint Martin & Sint Maarten serve as a natural gateway to the Leeward Islands’ finest treasures. Anguilla’s serene beaches lie just beyond the horizon, St. Barth dazzles with chic glamour and iconic harbors, and the dramatic volcanic silhouette of Saba offers a striking contrast for adventurous sailors seeking raw, untouched beauty.
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Saint Martin & Sint Maarten are more than a destination—they are a sailing lifestyle. Here, luxury bareboat sailors experience cultural diversity, exceptional cruising grounds, vibrant social energy, and effortless access to the finest islands of the northeastern Caribbean. Few places offer such a rich blend of freedom, elegance, and excitement within a single anchorage-filled horizon.
Set Course and Craft Your St. Martin & Sint Maarten Sailing Escape.
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British Virgin Islands
Caribbean Spirit & Hidden Paradises
The British Virgin Islands renowned as one of the best yacht charter destinations in the world. ​Scattered like emeralds across calm, turquoise seas, the British Virgin Islands are celebrated worldwide as the ultimate paradise for luxury bareboat sailing yachts and catamarans.
Known as the Sailing Capital of the Caribbean, the BVI offers an unrivaled combination of protected waters, steady trade winds, short line-of-sight passages, and a relaxed, barefoot-luxury atmosphere that makes every day on the water effortless and deeply rewarding. This vibrant sailing environment invites you to explore new horizons and ignite your sense of adventure.
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A sailing journey through the British Virgin Islands is a passage through Caribbean legend, guided by the renowned Sir Francis Drake Channel—the iconic strait separating Tortola from the sun-drenched islands to the south—where legendary islands such as Virgin Gorda, Anegada, and Jost Van Dyke rise from luminous turquoise seas.
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Along this celebrated route, each destination reveals its own rhythm and character, inviting effortless island-hopping through sheltered waters, hidden coves, palm-fringed anchorages, and the timeless freedom that defines the joy of Caribbean sailing.​​​
​Tortola, the vibrant heart of the BVI, welcomes sailors through Road Town, the central provisioning and charter hub, before opening into lush hills, quiet coves, and iconic anchorages like Cane Garden Bay, where golden sand meets a lively shoreline of beach bars and live music. Nearby Soper's Hole enchants with its colorful marina village, making it a favorite first or last anchorage of a charter.
Virgin Gorda delivers one of the Caribbean's most iconic natural wonders at The Baths, where colossal granite boulders create a maze of hidden pools, sea caves, and tunnels leading to the pristine sands of Devil's Bay.
Beyond, the North Sound forms a vast, reef-protected sailing playground dotted with stylish resorts, relaxed beach clubs, and calm anchorages that invite days of swimming, paddleboarding, and sunset cocktails aboard. These settings inspire feelings of serenity and contentment, making it a must-visit for sailing lovers seeking tranquility and fun.
Jost Van Dyke captures the islands' carefree spirit. Anchoring in Great Harbour or White Bay places sailors steps away from legendary beach bars such as Foxy's and the world-famous Soggy Dollar Bar, birthplace of the Painkiller cocktail. Here, barefoot afternoons drift into music-filled nights, defining the joyful, social rhythm that has made the BVI so beloved.​​
​​Anegada offers a striking contrast to the volcanic islands, rising low and flat from the sea as a pristine coral atoll. Its surrounding Horseshoe Reef shelters vibrant marine life, exceptional snorkeling, and powder-soft beaches, while ashore, flamingos roam salt ponds and legendary lobster dinners are served feet from the water's edge.
Nature lovers and divers are equally rewarded throughout the archipelago. Snorkel colorful coral gardens straight from the yacht, explore the famed RMS Rhone shipwreck near Salt Island, or hike through the lush rainforest of Sage Mountain National Park for sweeping views across the islands. Every anchorage feels close, sheltered, and perfectly placed for unhurried exploration.
The British Virgin Islands come alive through an energetic calendar of events and regattas that celebrate their deep sailing heritage. The BVI Spring Regatta draws sailors from around the globe for thrilling racing and legendary shore parties, while Full Moon celebrations at Trellis Bay light up the night with fire dancers, music, and island flair. Cultural festivals, poker runs, and culinary events like the Anegada Lobster Festival ensure there is always something special happening across the islands.
Perfectly positioned within the northern Caribbean, the BVI also connects seamlessly to nearby cruising grounds, including the U.S. Virgin Islands, adding even more variety to an already extraordinary sailing region.
The British Virgin Islands are more than a destination—they are a feeling of freedom, ease, and pure Caribbean spirit.
With steady trade winds, effortless line-of-sight passages, and unforgettable moments at every anchorage, the BVI stand unrivaled as the ultimate benchmark for luxury bareboat sailing yachts and catamarans in the Caribbean Sea.
Saint Kitts & Nevis
A Caribbean Sailing Paradise
Discover Saint Kitts & Nevis – a true Caribbean sailing paradise where jade-green mountains, golden beaches, and vibrant island culture meet crystal-clear waters and perfect trade-wind conditions.
Cradled like twin emeralds within the Leeward Islands, Saint Kitts & Nevis stand out as one o the Caribbean Sea’s most captivating destinations for luxury bareboat sailing yachts and catamarans.. This enchanting two-island federation blends the vibrant pulse of St. Kitts with the refined, timeless calm of Nevis, creating a sailing experience rich in culture, history, and natural beauty. Perfectly positioned along classic Caribbean cruising routes, Saint Kitts & Nevis also provides seamless access to nearby islands such as Montserrat, Antigua & Barbuda, St. Barth, Saba, Sint Eustatius, and Anguilla, making them an ideal centerpiece for an extended Leeward Islands voyage.
Approaching St. Kitts by sea reveals a lush volcanic island crowned by rainforest-covered peaks and framed by dramatic coastlines. Basseterre, the lively capital and main port of entry, welcomes sailors with sheltered anchorages and an authentic Caribbean atmosphere. The town's historic Circus, inspired by London's Piccadilly Circus, and Independence Square, once a colonial marketplace and now a peaceful park, reflect the island's layered heritage.​
Nearby Port Zante offers convenient provisioning and easy access to island excursions. Rising high above the island, the imposing Brimstone Hill Fortress, a UNESCO World Heritage Site often referred to as the Gibraltar of the Caribbean, rewards visitors with breathtaking panoramic views stretching across the sea to neighboring islands, including Saba, Sint Eustatius, and Montserrat. For the more adventurous, Mount Liamuiga, the island's dormant volcano, invites hikers to journey through lush rainforest to the crater rim, where sweeping vistas over land and sea await.
A short and scenic sail across The Narrows leads to Nevis, an island that feels gracefully untouched by time. Charlestown, the charming capital, captivates visitors with its beautifully preserved Georgian architecture and relaxed rhythm of life. Here, sailors can explore the birthplace of Alexander Hamilton, now the Museum of Nevis History, and stroll past traditional stone buildings and iconic wooden gingerbread houses that reflect the island's colonial past. Nevis is celebrated for its tranquil anchorages and understated elegance, offering a serene counterpoint to St. Kitts' livelier energy.
Along the coast, a collection of inviting bays and beaches awaits. On St. Kitts, Frigate Bay is the social heart of the island, known for its golden sand, vibrant beach bars, and legendary Sunday night gatherings. Cockleshell Bay, with its crystal-clear waters and white sand, offers stunning views across to Nevis and is a favorite anchorage for relaxed afternoons and beachfront dining.​​
On the Atlantic side, Dieppe Bay presents a striking contrast with its dramatic black-sand shoreline and reef-protected waters, ideal for calm snorkeling in clear conditions. Nevis enchants with Pinney's Beach, a three-mile stretch of soft golden sand and home to the iconic Sunshine's Beach Bar, famous for its laid-back atmosphere and signature "Killer Bee" cocktail.
Nearby Oualie Beach offers shallow, sheltered waters perfect for swimming, kayaking, and paddleboarding, while the island's historic hot springs at the Bath Hotel invite sailors to unwind in naturally heated volcanic pools.
Throughout the year, Saint Kitts & Nevis come alive with a vibrant calendar of cultural events that add rhythm and color to any sailing itinerary. Sugar Mas, the national carnival of St. Kitts, fills the island with music, dance, and celebration from late December into the New Year. The St. Kitts Music Festival in June draws international artists and music lovers from around the world, while Nevis celebrates its agricultural heritage and island pride during the Nevis Mango Festival and the culturally rich Culturama festivities. These events offer visiting sailors an authentic connection to the islands' spirited traditions and welcoming communities.​
Beyond the shores of Saint Kitts & Nevis, the wider Leeward Islands beckon. To the south lies Montserrat, with its dramatic volcanic landscapes and hauntingly beautiful exclusion zone, while to the north and east await Antigua's legendary 365 beaches, the untouched pink sands of Barbuda, the chic sophistication of St. Barth, and the dramatic silhouettes of Saba and Sint Eustatius rising from the sea. Together, these islands form an extraordinary cruising ground where every sail reveals a new horizon.
Saint Kitts & Nevis are more than a sailing destination; they are a Caribbean experience defined by contrast and harmony, where vibrant culture meets tranquil elegance. For luxury bareboat sailors seeking diverse landscapes, rich history, memorable anchorages, and seamless island-to-island cruising, these twin islands stand as a true highlight of the Leeward Islands and the Caribbean Sea.​
Chart Your St. Kitts & Nevis Sailing Journey
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Leward Islands
The Best Time for Yacht Charter
The Leeward Islands—stretching from Antigua and Barbuda to Saint Martin, Saint Barth, Anguilla, Montserrat, Guadeloupe, Dominica, and the Virgin Islands—offer excellent sailing conditions for most of the year.
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December to May
The best time for a yacht charter is from December to May, when steady trade winds, low humidity, and calm seas create ideal conditions for bareboat sailing, catamaran cruising, and offshore island-hopping between the region’s sheltered bays and turquoise lagoons, powder-white beaches, coral reefs, French-Creole culture, and world-class sailing routes in complete comfort and freedom.
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June to November
From June to November, the Caribbean enters hurricane season.
Hurricane season does not make the Leeward Islands off-limits — it simply calls for thoughtful planning.
Set sail in the Leeward Islands, where warm trade winds, turquoise bays, and golden Caribbean light create the perfect rhythm for your journey. 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
Your Gateway to World-Class Yacht Charters
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
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
The Ultimate East Mediterranean Charter Destinations
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
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 Exclusive Destinations Across the Globe
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
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.
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