British Virgin Islands
British Virgin Islands
Bareboat Yacht Charters
Luxury Catamaran & Sailing Yacht Charters
Explore the BVI
A world of turquoise lagoons, sheltered bays, and sun-kissed beaches awaits.
Embark on an unforgettable luxury bareboat yacht charter in the British Virgin Islands and discover one of the world’s most iconic sailing destinations during an extraordinary journey through the Leeward Islands in the Caribbean Sea. Set sail aboard a refined bareboat sailing yacht or spacious luxury catamaran and immerse yourself in a paradise defined by crystal-clear turquoise waters, gentle trade winds, sheltered anchorages, and effortless line-of-sight navigation. With more than 60 islands and cays scattered across this sparkling archipelago, the British Virgin Islands have long been celebrated as a true sailor’s playground, offering the perfect balance of adventure, elegance, and relaxation.
Your voyage begins in Tortola, the vibrant gateway to the BVI and home to Road Town, the capital and main harbor. Road Town is a lively hub for yacht charters, provisioning, and duty-free shopping, where historic West Indian architecture blends seamlessly with modern marina facilities. Nearby Wickhams Cay and Village Cay provide excellent full-service marinas, while Soper’s Hole at the West End welcomes sailors with its picturesque, colorful waterfront village and is a popular stop for clearing customs. Along Tortola’s north shore, Cane Garden Bay invites you to drop anchor off its palm-fringed beach and enjoy laid-back beach bars, live music, and warm Caribbean hospitality.
From Tortola, sail into the legendary Sir Francis Drake Channel, the central sailing corridor of the British Virgin Islands, named after the famed explorer who navigated these waters in 1595. This majestic, protected channel separates Tortola from the southern island chain and offers some of the finest sailing conditions in the world. Calm seas, steady northeast trade winds, and short sailing distances allow you to glide effortlessly from one enchanting island to the next, often in under an hour, passing lush green hills, hidden coves, and vibrant coral reefs along the way.
As you explore the channel and its surrounding islands, a collection of world-renowned bays and beaches unfolds before you. Virgin Gorda’s iconic Baths captivate with their dramatic granite boulders forming secret pools and grottos, while the vast North Sound reveals a luxurious, reef-protected lagoon dotted with renowned resorts and sailing facilities. On Jost Van Dyke, White Bay beckons with powder-soft white sand and the legendary Soggy Dollar Bar, often ranked among the best beaches in the Caribbean. Peter Island’s Deadman’s Bay offers serene beauty and crystal-clear waters, while Smuggler’s Cove on Tortola provides a more secluded escape with excellent snorkeling straight from the beach.
Beneath the surface, the British Virgin Islands reveal an equally spectacular underwater world. Dive or snorkel the famous RMS Rhone near Salt Island, the Caribbean’s most celebrated shipwreck, resting in shallow water. Explore the vibrant coral gardens of The Indians near Norman Island, discover the artificial reefs of Wreck Alley off Cooper Island, or sail north to Anegada, surrounded by the vast Horseshoe Reef, the largest barrier reef in the Caribbean and home to countless marine species and historic shipwrecks.
Each evening, sheltered anchorages invite you to relax and embrace the island lifestyle. Drop anchor at The Bight on Norman Island, famous for its lively floating bar and pirate legends, or enjoy the artistic spirit and monthly full moon celebrations of Trellis Bay on Beef Island, known for its fire dancers and glowing fireball sculptures. Little Harbour on Jost Van Dyke offers a more rustic charm, where freshly grilled lobster is served beachside in an atmosphere of pure Caribbean authenticity.
Throughout the year, the islands come alive with vibrant events and regattas that add an extra layer of excitement to your sailing holiday. The BVI Spring Regatta and Sailing Festival draws sailors from around the world for thrilling races and legendary beach parties, while the BVI Summer Festival in August celebrates emancipation with colorful parades, calypso music, and lively street festivities in Road Town. Full moon parties light up the shoreline each month, and the Anegada Lobster Festival in November transforms the island into a culinary celebration dedicated to its world-famous lobster.
A visit to Anegada is a highlight unlike any other. Unlike the volcanic landscapes of the surrounding islands, Anegada is a flat coral atoll rising just a few meters above sea level, renowned for its untouched beaches, roaming flamingos, relaxed atmosphere, and some of the most exquisite lobster in the Caribbean. Remote beaches such as Cow Wreck and Loblolly Bay feel wonderfully exclusive and are best experienced by private yacht.
A luxury bareboat sailing yacht or catamaran charter in the British Virgin Islands offers the ultimate freedom to explore at your own pace, combining effortless sailing with unparalleled natural beauty. Whether you seek tranquil seclusion, vibrant island life, world-class snorkeling and diving, or unforgettable cultural experiences, the British Virgin Islands promise a seamless and inspiring Caribbean sailing journey where every sunrise reveals a new horizon and every anchorage becomes a memory to treasure.
British Virgin Islands
Discover The Most Iconic Places
Tortola
The Heart of Sailing in the BVI
Anchor in Road Town, Tortola’s bustling harbor, and immerse yourself in colorful Caribbean culture. Explore local markets, gourmet restaurants, and vibrant waterfront cafés. Tortola’s sheltered anchorages and historic charm make it the perfect starting point for your BVI bareboat or catamaran charter.
Virgin Gorda
Hidden Lagoons & Natural Wonders
Discover the famous Baths, where massive granite boulders form natural pools and grottoes ideal for snorkeling. Anchor in secluded bays, hike panoramic trails, and enjoy private beaches. Virgin Gorda is a haven for exploration and relaxation, perfect for bareboat yacht or catamaran adventures.
Anegada
Seclusion & Coral Reefs
Anegada, the northernmost BVI island, is a sanctuary of pink-sand beaches, turquoise waters, and vibrant coral reefs. Glide over shallow lagoons, snorkel among thriving marine life, and enjoy fresh lobster at beachfront restaurants. Ideal for travelers seeking pristine nature, adventure, and tranquil Caribbean moments.
Jost Van Dyke
Vibrant Island Spirit
Experience the lively charm of White Bay, famous for its beach bars and local rum punches. Anchor in quiet coves, swim in crystal-clear waters, or enjoy serene sunsets. Jost Van Dyke balances vibrant island life with secluded sailing pleasures, perfect for a luxury BVI charter.
Norman Island
Treasure Island, Ancient Pirates & Secret Coves
Step into pirate lore at Norman Island, said to inspire Treasure Island. Snorkel the legendary Caves, explore hidden anchorages, and discover remote beaches accessible only by boat. Norman Island is ideal for adventurous sailors seeking history, mystery, and unspoiled Caribbean beauty.
Cooper Island
Tranquil Paradise of the BVI
Set sail to Cooper Island, a serene gem in the British Virgin Islands. Anchor your luxury bareboat yacht or catamaran in turquoise waters, snorkel vibrant coral reefs, and unwind on golden sands. Enjoy barefoot elegance, sunset cocktails, and the peaceful rhythm of Caribbean island life — pure sailing bliss.
Virgin Gorda Peak
Where the Caribbean Unfolds Beneath You
Rising high above the Caribbean Sea, Virgin Gorda Peak offers one of the most rewarding experiences in the British Virgin Islands. As the highest point in the BVI, the summit invites you to step ashore and immerse yourself in nature, adventure, and breathtaking scenery. Well-marked hiking trails wind gently through lush tropical landscapes, leading you upward through fragrant greenery and tranquil forest paths.
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As you ascend, sweeping views unfold across the islands, revealing shimmering turquoise waters, secluded bays, and the graceful silhouettes of sailing yachts moving through the Sir Francis Drake Channel. Reaching the top is a truly unforgettable moment, where panoramic vistas stretch in every direction and the vibrant beauty of the British Virgin Islands reveals itself in full. Virgin Gorda Peak is a perfect blend of soft adventure and natural wonder, offering an inspiring perspective on this remarkable island paradise.
Salt Island
Where Caribbean History Rests Below the Surface
Steeped in maritime history and quiet intrigue, Salt Island is one of the most fascinating destinations in the British Virgin Islands. Once an important center for salt production, the island supplied this valuable commodity to ships sailing the Caribbean, leaving behind remnants that still whisper stories of its past. Today, Salt Island is best known for the legendary RMS Rhône, the most iconic shipwreck in the region.
Sunk during a powerful hurricane in 1867, the Royal Mail Steamer now rests beneath clear Caribbean waters, transformed into a hauntingly beautiful underwater monument. Coral-covered structures, dramatic silhouettes, and vibrant marine life make the RMS Rhône an exhilarating dive and snorkel site, captivating both history lovers and underwater explorers. Anchoring off Salt Island offers a unique blend of heritage, adventure, and natural beauty—an unforgettable stop on any BVI sailing journey.
East End, Tortola
Peaceful Anchorages & Scenic Adventures
Nestled along Tortola’s quieter shoreline, East End is a haven of natural beauty, calm waters, and unspoiled charm. This enchanting corner of the island invites you to slow down and discover a collection of hidden coves and serene beaches, where turquoise waters gently meet lush green hills. Sheltered and peaceful, East End is ideal for water lovers seeking a more intimate connection with the sea.
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Glide effortlessly across the calm bays by kayak or paddleboard, exploring secluded inlets and crystal-clear shallows at your own pace. The scenery is breathtaking, with soft trade winds, shimmering light on the water, and panoramic coastal views that feel wonderfully untouched. Whether anchoring nearby or arriving by land, East End offers a tranquil escape where adventure and relaxation blend seamlessly, revealing a quieter, more authentic side of Tortola that rewards those who take the time to explore.
Set Sail into Caribbean Freedom
A luxury bareboat sailing yacht or catamaran charter in the British Virgin Islands is more than a holiday—it’s a journey into a world of unspoiled beauty, adventure, and ultimate relaxation. Explore hidden coves, turquoise lagoons, pristine beaches, and vibrant coral reefs accessible only by sea.
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Wake each morning to a new horizon, savor local cuisine beneath starlit skies, and let the gentle Caribbean trade winds guide you to your next anchorage. Every cove, beach, and sunset tells a story—your story.
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Set sail into your own Caribbean paradise.
The British Virgin Islands are waiting—serene, radiant, and ready to be discovered at your own pace.
Bareboat Charters - Yacht Rentals
British Virgin Islands
Luxury Bareboat Yacht Charters
Sail the British Virgin Islands
Emerald Horizons, Gentle Trade Winds & Pure Caribbean Freedom​
​Embark on an unforgettable sailing adventure through the British Virgin Islands aboard a luxury bareboat sailing yacht or premium catamaran charter — the ultimate experience for travelers seeking independence, serenity, and authentic Caribbean charm.
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Our curated fleet, from 40 to 65 feet, offers expansive decks for sun-drenched relaxation, elegant interiors for refined comfort, and outstanding stability for smooth sailing across the BVI’s calm, crystal-clear waters. Whether you take the helm yourself or enjoy the ease of a professional skipper, every voyage captures the essence of effortless island living.
Begin your journey in Tortola — the vibrant heart of BVI yachting — and sail toward the tranquil bays of Cooper Island, the natural wonder of The Baths at Virgin Gorda, and the world-famous White Bay on Jost Van Dyke. Anchor near Norman Island for snorkelling adventures among hidden caves, or unwind on the soft sands of Anegada, surrounded by turquoise shallows and coral reefs. Each day brings new treasures: dive among colorful marine life, kayak through serene lagoons, savor freshly grilled lobster at a beach bar, and watch the sun sink into the Caribbean Sea in a blaze of gold and coral hues.​
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​This is sailing as it should be — freedom, tranquility, and discovery woven into every horizon.
Your British Virgin Islands journey isn’t just a getaway — it’s an immersion into the timeless rhythm of the Caribbean, where every moment at sea becomes a memory of pure paradise.
British Virgin Islands
Bareboat Sailing Yacht Charters
Luxury Sailing Yachts
Bareboat • Skippered • Crewed
Set sail on a luxury bareboat sailing yacht or catamaran charter in the British Virgin Islands (BVI) and experience the Caribbean as few ever do — with complete freedom, privacy, and refined elegance on the open sea.
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Our curated fleet of luxury sailing yachts, from 37 to 65 feet, features designs by Dufour, Jeanneau, Sun Odyssey, Bavaria, and Hanse. Each vessel is crafted for performance, comfort, and balance — ideal for smooth cruising through the calm trade winds and protected waters of the BVI.
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Accommodating up to 12 guests, every yacht offers spacious air-conditioned cabins, fully equipped galleys, and generous deck space for sunbathing and dining under the stars. Whether you’re an experienced sailor or embarking on your first Caribbean adventure, your British Virgin Islands yacht charter promises serenity, discovery, and pure freedom.
Begin your adventure from Tortola, the vibrant sailing hub of the BVI, and chart your own course through one of the world’s most iconic island chains. Explore the legendary caves of Norman Island, or unwind on the sun-soaked sands of White Bay, Jost Van Dyke. Sail onward to Virgin Gorda, home to the world-famous Baths, or venture north to Anegada, where pink conch shells and coral reefs shimmer beneath crystal-clear waters.
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Prefer to relax while an expert takes the helm?
Choose a skippered charter with a knowledgeable local captain who can guide you to the best anchorages, hidden coves, and beach bars. For a fully bespoke experience, elevate your journey with a private hostess or onboard chef — offering barefoot luxury and personalized service at sea.
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Set sail into the rhythm of the Caribbean — where every island is a horizon, every breeze a whisper of paradise, and every day an invitation to explore.
British Virgin Islands
Bareboat Catamaran Charters
Luxury Catamarans
Bareboat • Skippered • Crewed
Experience the ultimate freedom of a luxury bareboat catamaran charter in the British Virgin Islands, where calm turquoise waters, steady trade winds, and naturally sheltered anchorages combine to create one of the world’s most exceptional sailing destinations. Effortless navigation, short island hops, and crystal-clear seas set the stage for a refined yet relaxed Caribbean adventure.
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Sail aboard the latest-generation catamarans from Lagoon, Bali, Fountaine Pajot, Catana, and Dufour, ranging from 40 to 65 feet. Each yacht blends contemporary design with outstanding stability and refined Caribbean elegance, offering both performance and comfort in perfect harmony.
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Your luxury catamaran becomes a private floating villa, thoughtfully designed for life at sea. Expansive outdoor lounges and open-air dining areas invite long, sun-filled days, while panoramic salons bathed in natural light create an inviting space to relax and entertain. Elevated flybridges provide the perfect setting for sunset cocktails and sweeping island views, and spacious en-suite cabins ensure exceptional privacy and comfort for every guest. With shallow-draft hulls, these catamarans allow you to anchor close to pristine beaches and explore secluded coral bays, bringing you effortlessly closer to the natural beauty of the British Virgin Islands.
Designed for travelers who value space, serenity, and barefoot luxury, a bareboat catamaran charter in the BVI invites you to explore at your own rhythm. Glide through the Sir Francis Drake Channel, snorkel vibrant reefs off Norman Island, or soak in the soft sands of White Bay, Jost Van Dyke.
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With the freedom to anchor in turquoise shallows, swim directly from your yacht, and discover secluded coves, each day reveals a new adventure — a secret beach, a coral garden, a sunset you’ll never forget.
Choose bareboat for total independence, or sail with an expert skipper who knows every hidden bay, reef, and beach bar across the islands. Enhance your journey with a private hostess or onboard chef for the ultimate bespoke luxury at sea.
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Set sail in the British Virgin Islands — where the Caribbean is calm, captivating, and beautifully free.
British Virgin Islands
Luxury Crewed Yacht Charter
Luxury Yacht Charters
Professional Crews * Personalized Service
If you are seeking an exceptional yachting experience beyond the traditional bareboat charter, discover the unrivaled pleasure of a luxury fully crewed yacht charter in the British Virgin Islands. Here, effortless elegance meets laid-back Caribbean sophistication in one of the world’s most celebrated sailing destinations.
Our exclusive collection of fully crewed luxury yachts, catamarans, and superyachts invites you to explore the British Virgin Islands in absolute comfort and style. Each charter is meticulously tailored to your wishes, combining refined design, world-class service, and unforgettable moments at sea. This is yachting without compromise—where every detail is expertly handled, allowing you to simply relax, indulge, and enjoy the journey.
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Step aboard your private floating sanctuary, where a professional captain and dedicated crew attend to every aspect of your experience with discretion and care.
From gourmet cuisine prepared by an onboard chef to bespoke itineraries, personalized water sports, and seamless island hopping, your days unfold in perfect harmony with the rhythm of the Caribbean. Wake each morning to tranquil anchorages, gentle trade winds, and panoramic views of turquoise waters stretching endlessly around you.
Cruise effortlessly between the iconic islands of the BVI, discovering hidden coves and pristine bays accessible only by yacht. Drop anchor at legendary destinations such as Virgin Gorda and The Baths, Jost Van Dyke, Norman Island, Cooper Island, and Anegada, each offering its own unique blend of natural beauty, vibrant beach bars, and unspoiled charm. Swim in crystal-clear waters, snorkel colorful coral reefs, paddle across calm bays, or simply unwind on deck as the sun sets in fiery Caribbean hues.
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Whether your vision includes relaxed days sailing short distances, lively afternoons at world-famous beach bars, or peaceful evenings beneath star-filled skies, the British Virgin Islands deliver a yachting experience that is both effortlessly luxurious and wonderfully free. Ideal for couples, families, and discerning travelers, a fully crewed charter in the BVI offers the perfect balance of adventure, privacy, and indulgence.
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This is more than a vacation—it is a refined Caribbean escape where personalized service, island beauty, and the comfort of a five-star yacht come together seamlessly. Discover the British Virgin Islands at their most captivating aboard a truly elite, fully crewed luxury yacht charter designed entirely around you.
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British Virgin Islands
Bareboat Yacht Charters
Sail the British Virgin Islands’ Most Stunning Cays and Islands
Tortola
The Heart of Sailing in the BVI
Road Town, nestled along the sheltered southern coast of Tortola, is the vibrant heart of sailing in the British Virgin Islands and an essential stop on any luxury bareboat sailing yacht or catamaran journey through the stunning Leeward Islands of the Caribbean Sea.
As the capital of the BVI and its principal harbor, Road Town combines world-class yachting infrastructure with authentic Caribbean charm, making it the perfect gateway to an unforgettable sailing adventure.
Set within the calm waters of Road Harbour and framed by the legendary Sir Francis Drake Channel, Road Town offers ideal conditions for bareboat charters. The channel acts as a natural sailing highway, providing protected waters, steady trade winds, and effortless line-of-sight navigation between Tortola and the surrounding islands.
From here, sailors can easily reach iconic destinations such as Norman Island, Peter Island, Cooper Island, Salt Island, Virgin Gorda, and Jost Van Dyke, often within short and exhilarating hops.
Road Town is a lively provisioning and cultural hub, home to excellent marinas at Wickhams Cay and Village Cay, duty-free shopping, waterfront restaurants, and colorful markets.
Just beyond the harbor, Tortola reveals its diverse character, from the picturesque marina village of Soper’s Hole at the West End to the laid-back rhythm of Cane Garden Bay, known for its palm-fringed beach and live music. Secluded anchorages and scenic bays such as Brewer’s Bay and Smuggler’s Cove invite relaxed afternoons and superb snorkeling.
Throughout the year, Road Town comes alive with signature events including the world-famous BVI Spring Regatta, vibrant summer festivals, and sailing celebrations that attract yachts from across the globe.
For luxury bareboat sailors and catamaran guests, Road Town is more than a starting point—it is the beating heart of BVI sailing, where adventure, culture, and Caribbean beauty converge.
Virgin Gorda
Hidden Lagoons & Natural Wonders
Sail to Virgin Gorda, a Caribbean gem where secluded lagoons, hidden coves, and untouched beaches await.
Discover the island’s world-famous The Baths, a labyrinth of giant granite boulders, crystal-clear pools, and secret passageways — a paradise for snorkeling, swimming, and exploration. ​Explore pristine anchorages aboard a luxury bareboat sailing yacht or catamaran charter, gliding through turquoise waters and discovering secluded bays only accessible by boat. With calm harbors, vibrant coral reefs, and gentle trade winds,
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Virgin Gorda, nestled in the heart of the British Virgin Islands, is one of the most enchanting destinations in the stunning Leeward Islands of the Caribbean. Approaching the island by sea reveals dramatic coastlines, hidden lagoons, and calm, sheltered waters that make Virgin Gorda a favorite haven for discerning sailors seeking both natural beauty and effortless cruising.​​
​The island’s most iconic highlight is The Baths, a world-renowned natural wonder where colossal granite boulders create a maze of tidal pools, secret grottos, and sunlit lagoons. Just beyond, a collection of idyllic bays invites relaxed anchoring and exploration.
Devil’s Bay, located adjacent to The Baths, offers crystal-clear waters and excellent snorkeling, while Spring Bay charms with its powdery sand and gentle swells. Along the southern coast, Savannah Bay stretches wide and undeveloped, offering a rare sense of seclusion and unspoiled Caribbean beauty.
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To the north, the vast North Sound opens into a protected sailing paradise, home to tranquil anchorages and breathtaking views across reef-fringed waters. Bays such as Mahoe Bay and Pond Bay offer calm conditions ideal for swimming and paddleboarding, ideally suited to luxury catamarans.
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For bareboat sailors and adventure seekers, Virgin Gorda offers hidden bays, natural wonders, and serene anchorages, making every stop a new perspective of the British Virgin Islands’ timeless allure.​
Anegada
Seclusion & Coral Reefs
Anegada is the most distinctive and unspoiled destination in the British Virgin Islands, offering an extraordinary experience for luxury bareboat sailing yachts and catamarans cruising through the stunning Leeward Islands of the Caribbean Sea.
Located around 15 miles north of Virgin Gorda, Anegada is a true outlier—an ultra-flat coral and limestone atoll rising just 28 feet above sea level, often invisible on the horizon until you are almost upon it. Its remote location enhances its exclusivity, providing sailors with rare seclusion, pristine nature, and a sense of discovery that feels truly private.
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Surrounded by the legendary Horseshoe Reef—the largest barrier coral reef in the Caribbean—Anegada is a paradise for sailors, snorkelers, and divers. The reef’s vibrant coral gardens, underwater caves, and historic shipwrecks support an abundance of marine life, from parrotfish and stingrays to bonefish and needlefish. Carefully navigate into Setting Point anchorage, the island’s main harbor, where calm waters and a relaxed barefoot-luxury atmosphere await, lined with charming beach restaurants and lobster shacks, inviting exploration and wonder.​
​Anegada’s north shore reveals some of the Caribbean’s most untouched beaches. Loblolly Bay is famous for exceptional snorkeling directly from the shore, shaded by whispering pines and anchored by the laid-back Big Bamboo beach bar.
Cow Wreck Beach offers shallow turquoise waters ideal for wading and long, peaceful afternoons, while Flash of Beauty delivers vibrant coral and colorful reef fish in a wonderfully secluded setting.
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On land, Anegada’s protected ecosystem reveals wild orchids, tropical birds, pink flamingos in the central salt ponds, and the rare Anegada rock iguana found nowhere else on earth. History lovers can trace ancient Arawak heritage and explore conch shell mounds that speak to centuries of island tradition.
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As evening falls, head into The Settlement to enjoy world-famous Anegada lobster, freshly grilled over open fires. Visiting during the Anegada Lobster Festival in November adds a festive culinary highlight. For luxury bareboat sailors, Anegada is the ultimate expression of Caribbean freedom—raw, remote, and unforgettable.
Jost Van Dyke
Vibrant Island Spirit
Jost Van Dyke embodies the soul of the Caribbean — vibrant, carefree, and rich with history, nestled in the British Virgin Islands, is a small island with an outsized personality and an irresistible allure for luxury bareboat sailing yachts and catamarans cruising through the stunning Leeward Islands of the Caribbean Sea.
Often called the “Barefoot Island,” Jost Van Dyke captures the authentic soul of the Caribbean—carefree, social, and rich in maritime history. Named after a Dutch privateer, the island blends old-world charm with legendary beach culture, making it one of the most beloved stops on any BVI sailing itinerary.
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Approaching Jost Van Dyke by yacht is an experience defined by vibrant anchorages and relaxed island rhythm. Great Harbour, the main port of entry, is a classic horseshoe-shaped bay and the beating heart of the island’s sailing scene. Here, yachts drop anchor beneath swaying palms, and crews come ashore to enjoy waterfront bars, live music, and warm island hospitality.
Just beyond lies White Bay, consistently ranked among the world’s most beautiful beaches, where calm, reef-protected turquoise waters meet powder-white sand. The legendary Soggy Dollar Bar welcomes sailors with the original Painkiller cocktail, creating a lively, joyful atmosphere that defines Jost Van Dyke.
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For quieter moments, Little Harbour offers a peaceful anchorage renowned for its lobster feasts and relaxed dining, while Diamond Cay provides access to mangroves, snorkeling, and the iconic Bubbly Pool, a natural sea-fed jacuzzi on the island’s wild north shore. Nearby Sandy Cay and Sandy Spit deliver picture-perfect, uninhabited islets ideal for swimming, beachcombing, and iconic Caribbean photographs.
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Jost Van Dyke is also famous for its legendary events, drawing yachts from across the Caribbean. Old Year’s Night at Foxy’s is one of the world’s most celebrated New Year’s Eve parties, while Foxy’s Wooden Boat Regatta in May honors classic sailing traditions with racing and festivities.
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With its vibrant energy, legendary beaches, and warm, welcoming anchorages, Jost Van Dyke is where the Caribbean’s island spirit truly comes alive—an unforgettable highlight of any luxury bareboat sailing yacht or catamaran voyage.
Norman Island
Treasure Island, Ancient Pirates & Secret Coves
Norman Island, nestled in the heart of the British Virgin Islands, is one of the most legendary destinations for luxury bareboat sailing yachts and catamarans cruising through the stunning Leeward Islands of the Caribbean Sea.
Often referred to as the "Treasure Island" of the BVI, this uninhabited and untamed island is steeped in pirate lore and maritime mystery. Tales of Spanish silver hidden in its sea caves during the 1750s are said to have inspired Robert Louis Stevenson's Treasure Island, giving Norman Island an irresistible aura of adventure and discovery.
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Sail into The Bight, one of the most protected and iconic anchorages in the Caribbean, where calm waters and excellent holding make it a favorite overnight stop for bareboat sailors. The bay is home to the famous Willy T, a floating schooner-style bar and restaurant known for its lively atmosphere, as well as Pirate's Bight, a stylish beach bar and restaurant offering a more relaxed, family-friendly setting on a pristine stretch of white sand.​
Norman Island is also celebrated for its exceptional snorkeling and diving, all just moments from the anchorage. The Caves, located at the western edge of The Bight, invite snorkelers to swim into water-level caverns where sunlight dances across the walls, echoing legends of hidden treasure.
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Just offshore, 'The Indians' rise dramatically from the sea, offering what is widely considered the best snorkeling site in the BVI, with vibrant corals, sponges, and dense schools of tropical fish. For quieter exploration, Kelly's Cove provides a tranquil setting where turtles and eagle rays are often spotted.
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Beyond The Bight, secluded bays such as Privateer Bay, Benures Bay, and Soldier Bay reward sailors seeking peace, crystal-clear water, and intimate anchorages. On land, a scenic hike along the island's ridgeline reveals sweeping views of the Sir Francis Drake Channel and neighboring islands, adding a touch of adventure above sea level.
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For luxury bareboat sailing yachts and catamarans, Norman Island delivers the perfect blend of protected anchorages, world-class snorkeling, and legendary Caribbean storytelling—an essential and unforgettable stop on any British Virgin Islands sailing journey.
Cooper Island
Tranquil Paradise of the BVI
Cooper Island, often described as the tranquil paradise of the British Virgin Islands, is a refined and eco-conscious haven for luxury bareboat sailing yachts and catamarans cruising through the stunning Leeward Islands of the Caribbean Sea.
One of the cherished “Little Sisters” of the BVI, Cooper Island lies along the southern edge of the legendary Sir Francis Drake Channel and offers a sophisticated alternative to the livelier anchorages nearby. Here, untouched natural beauty meets understated luxury, creating an atmosphere of calm, elegance, and exclusivity.
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Steeped in heritage, Cooper Island owes its name not to copper, but to the coopers—barrel makers—who lived on the island in the 18th and 19th centuries, crafting cedar barrels for the rum and sugar trade. Today, this quiet island has evolved into a model of sustainable luxury, centered around the renowned Cooper Island Beach Club, a world-class eco-resort powered by solar energy and self-sufficient in fresh water through desalination.​
​Sail into the deep-blue waters of Manchioneel Bay, the island’s main and carefully protected anchorage. To preserve seagrass beds and turtle habitats, the bay is strictly a mooring field, making advance planning essential during peak season. Ashore, a pristine white-sand beach and shallow turquoise waters invite relaxed swimming, while green sea turtles often graze just offshore.
The Beach Club forms the island’s social heart, featuring an exceptional rum bar with over 280 rums, the BVI’s only solar-powered microbrewery, and a charming gourmet coffee and gelato spot.
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Snorkeling at Cistern Point reveals vibrant marine life, while nearby Wreck Alley offers one of the BVI’s most exciting dive sites, with multiple wrecks transformed into thriving artificial reefs. Cooper Island is also perfectly positioned to watch the colorful fleet of the BVI Spring Regatta sail past, and its elegant holiday celebrations are among the most sought-after in the islands.
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For luxury bareboat sailors, Cooper Island delivers a rare blend of tranquility, sustainability, and barefoot elegance—an unforgettable highlight of any British Virgin Islands sailing journey.
Island Hopping in the Leeward Islands Luxury Yacht Adventures in the Caribbean
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.
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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.
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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.
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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.
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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.​
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British Virgin Islands
The Best Time for Yacht Charter
December - May
​The British Virgin Islands (BVI) offer year-round tropical beauty, but the most favorable sailing conditions fall between December and May, when trade winds are steady, skies are clear, and temperatures hover pleasantly between 77°F and 86°F (25°C–30°C).
This period delivers calm seas, ideal for exploring secluded anchorages, hidden coves, and pristine beaches aboard a luxury bareboat sailing yacht or catamaran charter.
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By chartering between December and May, you’ll enjoy optimal winds, turquoise waters, and endless Caribbean sunshine.
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During the season, storms are typically rare in the BVI, but itineraries may need flexibility, and captains remain vigilant about weather updates.
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From the lively harbors of Tortola and Virgin Gorda to the quiet, pink-sand beaches of Anegada, the British Virgin Islands reveal their most enchanting, sail-friendly side when the weather is at its best.
Hurricane Season (June – November)
Hurricane season does not make the British Virgin Islands off-limits — it simply calls for thoughtful planning. The official Atlantic hurricane season runs from June through November, peaking in September.
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Set sail in the British Virgin Islands, where warm trade winds, turquoise bays, and golden Caribbean light create the perfect rhythm for your journey. From December’s breezy brilliance to summer’s calm embrace, 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.
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.
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.
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.
Embark on this incredible adventure. Your dream yacht vacation awaits!
Connect with our expert charter specialists and start crafting your tailor-made luxury yacht charter today
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