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Antigua & Barbuda

Antigua & Barbuda
Bareboat Yacht Charters
Luxury Sailing Yacht & Catamaran Charters 

Explore Antigua & Barbuda
A world of quiet lagoons, coral gardens, and wild horizon waits to be discovered

Set sail on an exclusive adventure aboard a luxury bareboat sailing yacht or catamaran charter in Antigua and Barbuda.

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Antigua and Barbuda, two radiant jewels in the heart of the Caribbean Sea, invite you to experience their breathtaking beauty and vibrant culture. Known collectively as the "little Leewards Islands," Antigua captivates with its stunning coastline and picturesque harbors, having drawn sailors and adventurers for centuries. â€‹Set Sail on a luxury bareboat sailing yacht or catamaran charter in Antigua and Barbuda, where warm trade winds, calm turquoise lagoons, and powder-soft beaches create one of the most iconic and sought-after Caribbean sailing destinations. Offering perfect sailing conditions year-round, Antigua is known for its deep blue anchorages, reef-protected coves, and effortless island-hopping. At the same time, Barbuda remains a sanctuary of untouched pink-sand beaches and wild natural beauty. â€‹Seize this unique opportunity to uncover hidden gems—breathtaking islands, serene bays, pristine beaches, and untouched shores that only the freedom of sailing in the Caribbean can access. This is not just a journey, but an adventure waiting to happen. Discover this tropical paradise in a way that land-based travel cannot offer and create memories that will last a lifetime.

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In the 16th century, these islands were famously known as the clandestine havens for pirates. By 1784, Admiral Nelson established the Royal Navy's base in Antigua, transforming it into the most significant and strategic naval stronghold in the Caribbean. With its intricate coastline, this tropical paradise offers an array of safe harbors protected by vibrant coral reefs that teem with life. Antigua and Barbuda boast a breathtaking 365 bays, each adorned with powdery white sand beaches and crystal-clear turquoise waters, each with a story to tell.

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Antigua dazzles with its vibrant Caribbean spirit, lively beach festivals, and thrilling nightlife that will surely get your heart racing. Each year, the legendary Antigua Sailing Week transforms the waters into grandeur as hundreds of yachts from all corners converge to celebrate sailing. â€‹As the most prominent English-speaking Leeward Island in the Eastern Caribbean, Antigua boasts the vivacious capital of St. John's, where the glamorous English Harbour meets the vibrant Caribbean palette of wooden houses in quaint villages. Here, farmers' markets burst with local flavors, and fields of pine and cotton enhance the landscape, all set against a backdrop of over three hundred magnificent white-sand beaches, swaying coconut palms, and exotic vegetation. Immerse yourself in the local culture with traditional music and dance performances, and savor the unique flavors of Antiguan cuisine.

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The island offers splendid opportunities for snorkeling and diving in its breathtaking coral reefs, inviting you to explore the wonders beneath the waves. Discover the exhilarating thrill of soaring through the lush rainforest canopy of Antigua on a spectacular zip line adventure! To the south lies a mesmerizing tropical paradise where vibrant hibiscus flowers flourish in a riot of color and beauty.

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St. John's, the beating heart of Antigua, is the largest city and a treasure trove of history and culture. Dominated by the striking white baroque towers of St. John's Cathedral, the city invites you to delve into its rich heritage at the Museum of Antigua and Barbuda, nestled within a charming 1750s colonial courthouse—a place that will surely pique your interest. â€‹The vibrant quayside along the harbor is a delightful tapestry of cafes, bars, restaurants, and shops, providing the perfect setting to experience the lively Caribbean lifestyle of St. John's. Here, you can witness the enchanting dance of local fishing boats alongside luxurious yachts, each telling its own story as they anchor in the bay.

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When night falls, Antigua comes alive with a vibrant nightlife scene. Notable hotspots include the famous 'Abracadabra' in English Harbor and 'The Coast' in St. John's, complemented by numerous lively bars and restaurants dotted across the island. St. John's, Dickenson Bay, and English Harbor are the bustling social hubs. â€‹Indulge in the local Antiguan Creole cuisine, which features delicious seafood dishes with rich flavors. You'll find hearty meals that feature fragrant rice, fresh steamed vegetables, and a bounty of tropical fruits, including bananas, papayas, melons, and the renowned Antiguan black pineapple. This tropical treasure captivates the senses with its exquisite sweetness and tantalizing aroma. Regional specialties include succulent lobster, snapper, savory pepperpot stew, and both tender suckling pig and chicken, making them culinary delights. Meanwhile, bars offer a refreshing selection of tropical cocktails, brimming with fresh fruits, that invite you to sip and savor the essence of the Caribbean. Don't miss the opportunity to dine at the local restaurants and experience the unique blend of flavors that Antigua and Barbuda have to offer.

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At the heart of Antigua's rich history, the Nelson's Dockyard National Park beckons with its stunning harbor at English Harbor, a safe haven steeped in maritime heritage. This magnificent dockyard, the largest of its kind in Antigua, remains a bustling hub for yachts and ships, seamlessly blending the charm of the past with modern comforts. The beautifully restored 18th and 19th-century buildings now host a delightful array of shops, boutique hotels, and marina businesses, inviting visitors to explore their historic allure.

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Venture beyond the dockyard, and you'll encounter remnants of fortifications that whisper tales of the past, accessible through scenic hiking trails that reveal the park's natural splendor. Within the storied walls of Nelson's Dockyard, powerful military structures and impressive colonial edifices evoke a time when British seafaring flourished. These architectural gems, dating back to 1785-1792, once served as the primary naval base for Great Britain in the Lesser Antilles, guarding local colonies and merchant vessels. â€‹During the tumultuous Napoleonic Wars, this strategic location was Admiral Nelson's vital Caribbean stronghold. Though the historic shipyard closed its doors in 1889, its enduring spirit has been lovingly revived in the 20th century. Today, visitors can indulge in exceptional dining experiences, browse captivating art galleries, explore charming shops, and unwind in a lavish 5-star hotel within an exclusive marina.

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Explore the breathtaking island of Antigua, with its serene bays, pristine beaches, and untouched shores that only the freedom of sailing in the Caribbean can access. Discover this tropical paradise in a way that land-based travel cannot offer, and create memories that will last a lifetime. â€‹Embark on a mesmerizing island-hopping adventure from Antigua in the captivating Leeward Islands. Immerse yourself in the allure of the Leeward Islands, a stunning chain of Caribbean treasures including Antigua, Barbuda, Saint Martin, Saint Barthélemy, Anguilla, Montserrat, Guadeloupe, Dominica, and the British Virgin Islands. Feel the thrill of effortless island hopping and the rush of exhilarating offshore sailing as you navigate between pristine powder-white beaches, lush emerald peaks, sparkling turquoise lagoons, and vibrant coral reefs. 

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Each island in the Leeward Islands is a unique and thrilling experience, waiting to be explored. From the chic harbors and French-Creole flair to the wild volcanic landscapes, each island offers a diverse range of adventures. A Leeward Islands yacht charter promises to deliver these adventures, along with perfect trade winds and the liberating, unforgettable freedom of the Caribbean.

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Set sail into Caribbean bliss — warm seas, gentle winds, and the irresistible call of adventure await at every turn.

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Antigua's 
Legendary Coastline of Bays, Towns & Anchorages

Luxury bareboat sailing yachts and catamarans anchored in the scenic English Harbour of Antigua.

English Harbour
The Heartbeat of Caribbean Sailing Heritage

Anchor your luxury bareboat sailing yacht or catamaran in English Harbour, Antigua’s historic sailing hub. Explore Nelson’s Dockyard, stroll charming streets, and discover colonial architecture. With sheltered turquoise waters, vibrant cafés, and the perfect launch point for island-hopping adventures, English Harbour embodies culture, freedom, and timeless Caribbean charm.

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Nelson’s Dockyard
Historic Elegance & Caribbean Charm

Discover Nelson’s Dockyard, Antigua’s iconic maritime landmark. Stroll cobblestone streets, explore restored colonial buildings, and relax at waterfront cafés while your luxury bareboat yacht or catamaran rests in the harbor. Immerse yourself in rich naval history, vibrant culture, and the timeless charm of the Caribbean’s sailing heritage.

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Luxury bareboat sailing yachts and catamarans anchored in the historic Nelson’s Dockyard, Antigua.
Iconic Shirley Heights in Antigua offers breathtaking views that capture the spirit, culture, and charm of the Caribbean.

Shirley Heights
Panoramic Views & Caribbean Sunset Magic

Experience Antigua from above at Shirley Heights, where sweeping vistas of English Harbour, turquoise waters, and lush hills meet iconic Caribbean sunsets. Perfect for a luxury bareboat yacht or catamaran adventure, enjoy live music, vibrant evenings, and breathtaking views that capture the spirit, culture, and charm of the Caribbean.

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Green Island
Untouched Beauty & Turquoise Tranquility

Discover the serene allure of Green Island, a pristine paradise just off Antigua’s coast. Anchor your luxury bareboat yacht or catamaran, swim in crystal-clear waters, snorkel vibrant reefs, and explore powdery beaches. Experience peaceful seclusion and Caribbean bliss, where every moment invites relaxation and unforgettable adventure.

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Luxury bareboat catamaran anchored in the turquoise waters around Green Island, Antigua.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Deep Bay, Antigua.

Deep Bay
Hidden Bays & Caribbean Serenity

Anchor your bareboat sailing yacht or catamaran in Deep Bay, a tranquil haven on Antigua’s coastline. Explore hidden coves, swim in serene turquoise waters, and soak up the golden Caribbean sunlight. Perfect for peaceful relaxation, scenic sailing, and unforgettable island adventures.

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Five Islands 
Secluded Beauty & Caribbean Charm

Anchor your luxury bareboat sailing yacht or catamaran in Five Islands, a serene haven on Antigua’s western coast. Swim in calm turquoise waters, explore hidden coves, and relax on soft golden sands. Ideal for peaceful island-hopping, snorkeling vibrant reefs, and soaking up the tranquil magic of the Caribbean.

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Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Five Islands, Antigua.
Luxury bareboat catamaran anchored in the turquoise waters of Dickenson Bay, Antigua.

Dickenson Bay
Sun-Kissed Shores & Vibrant Island Life

Experience the lively charm of Dickenson Bay, where golden sands meet turquoise waters. Anchor your bareboat sailing yacht or catamaran, swim, snorkel, or stroll along the vibrant beachfront. Enjoy local dining, island entertainment, and the perfect blend of sun-soaked relaxation and Caribbean adventure.

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Leeward Islands
Where Island Hopping Becomes a Way of Life

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

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Luxury bareboat sailing yachts and catamarans anchored near pristine beaches in the turquoise waters of Barbuda .
Luxury bareboat sailing yachts and catamarans anchored near pristine beaches in the turquoise waters of Montserrat.

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.

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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.

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Luxury yachts, bareboat sailing yachts, and catamarans anchored in the picturesque harbor of Gustavia, St. Barth.
Luxury bareboat sailing yachts and catamarans anchored near palm-fringed beaches in the turquoise waters of Dominica.

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

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Guadeloupe 
The Butterfly Island of Caribbean Beauty & French-Creole Charm

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.

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Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Guadeloupe.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Marigot Bay in Saint Martin.

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.

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 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..

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Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Saint Kitts.
Luxury yachts, sailing yachts and catamarans anchored in the harbor of Tortola, BVI.

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..

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Experience the Beauty of Antigua & Barbuda

Embark on an unforgettable sailing journey where coral reefs shimmer beneath turquoise waters and quiet, secluded bays invite you to slow down, breathe, and be. A bareboat sailing yacht or catamaran charter in Antigua & Barbuda is more than an escape — it is pure freedom at sea, where elegance meets effortless island living.

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Drift across calm, clear waters between Antigua’s 365 beaches — one for every day of the year. Drop anchor in the historic embrace of English Harbour, explore the protected reefs around Green Island, or bask in the serene luxury of Dickenson Bay and Five Islands. Then, set your course north to Barbuda, where the endless stretches of powder-soft pink sand beaches create a feeling of pristine seclusion.

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Indulge in a luxurious dining experience beneath a sky glittering with stars, savoring fresh island flavors on deck, and waking each morning to a new horizon — a new cove, a new lagoon, a new memory taking shape.

 

Set sail into your own Caribbean paradise. Antigua & Barbuda are waiting — serene, radiant, and ready to be discovered at your own pace.

Set Course for Antigua & Barbuda.
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Bareboat Charters  -  Yacht Rentals

Luxury bareboat sailing yacht and catamaran charter in Antigua & Barbuda – map.

Antigua & Barbuda
Luxurious Bareboat Yacht Charters

Sail Antigua & Barbuda

Timeless Shores, Turquoise Calm & Pure Caribbean Freedom

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Embark on a remarkable sailing journey through the pristine waters of Antigua & Barbuda aboard a premium bareboat sailing yacht or luxury catamaran — perfect for travelers who seek independence, privacy, and graceful island elegance. Our curated fleet, ranging from 40 to 65 feet, features expansive outdoor lounging spaces for sun-soaked days, refined interiors for comfort, and exceptional stability for smooth, relaxed sailing across sheltered bays and open blue horizons.

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Whether you take the helm yourself or unwind under the guidance of an experienced skipper, your voyage blends modern performance with the unhurried rhythm of Caribbean life. Begin your journey in English Harbour, the heart of Antigua’s sailing heritage, then drift toward the quiet anchorages of Green Island, the golden glow of Deep Bay, or the calm, scenic waters of Five Islands. Continue north to Barbuda, where endless pink-sand beaches and wild, untouched beauty create a world that feels both secluded and unforgettable.

Each day reveals a new experience: snorkel vibrant coral reefs, paddle through crystal-clear lagoons, savor fresh island flavors on deck, and witness sunsets that paint the sky in warm Caribbean gold.

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This is sailing as it was meant to be — pure freedom, pure beauty, pure Antigua & Barbuda.
Your journey isn’t just a holiday — it’s a return to serenity, wonder, and the true spirit of the islands.

Let’s Design your Itinerary and your Antigua & Barbuda Adventure.
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Antigua & Barbuda
Bareboat Sailing Yacht Charter

Luxury Sailing Yachts

Bareboat • Skippered • Crewed  

Luxury bareboat sailing yacht charter in Antigua.

Set sail on a luxury bareboat sailing yacht charter in Antigua & Barbuda and discover these enchanting islands as few ever do — with complete freedom, privacy, and effortless sophistication on the open sea.

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Choose from a curated fleet of modern monohull sailing yachts, ranging from 37 to 65 feet, showcasing the latest designs from Dufour, Jeanneau, Hanse, Bavaria, and Sun Odyssey. Each vessel is thoughtfully engineered for balance, comfort, and performance, offering smooth sailing across Antigua’s welcoming trade winds and Barbuda’s tranquil turquoise shallows.

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Accommodating up to 12 guests, our yachts feature expansive interiors, air-conditioned cabins, well-appointed galleys, and generous sunbathing decks designed for slow mornings, warm breezes, and golden Caribbean light.

Begin your journey in English Harbour, the historic heart of Caribbean sailing culture. From here, adventure unfolds in every direction. Anchor in the calm turquoise sanctuary of Green Island, drift into the glowing sunset waters of Deep Bay, discover secluded coves around Five Islands, sail north to Barbuda, where endless pink-sand beaches meet unspoiled natural beauty.

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Prefer to unwind while someone else takes the helm?
Choose a skippered charter with an expert local captain.
For a fully immersive luxury experience, add a private hostess or onboard chef for barefoot-elegance at sea.

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Your Antigua & Barbuda sailing escape begins here — where the breeze is warm, the pace is effortless, and every horizon invites adventure.

Luxury bareboat sailing yacht charter in Antigua.

Set Sail aboard a Sailing Yacht and explore Antigua & Barbuda .
We're here to find the perfect Yacht for you!

Antigua & Barbuda
Bareboat Catamaran Charters

Luxury Catamarans

Bareboat • Skippered • Crewed  

Luxury bareboat catamaran charter in Antigua.

Discover the pure freedom of a premium bareboat catamaran charter in Antigua & Barbuda, where steady trade winds, sheltered turquoise bays, and vibrant coral reefs come together to create one of the Caribbean’s most inspiring sailing playgrounds. Here, every day unfolds at your own rhythm—anchoring off powder-soft beaches, gliding between emerald headlands, and waking to the gentle motion of the sea beneath you.

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Step aboard the latest-generation catamarans from Lagoon, Bali, Fountaine Pajot, Catana, and Dufour, with sleek models ranging from 40 to 65 feet. Designed for effortless cruising, exceptional stability, and contemporary elegance, these yachts blend performance with refined comfort, making every mile as pleasurable as the destination itself.

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Your catamaran becomes a private floating villa, thoughtfully designed for life at sea. Expansive outdoor lounges and open-air dining areas invite long, sun-soaked afternoons, while panoramic salons flood the interior with warm Caribbean light. Elevated flybridges create the perfect setting for sunset cocktails and stargazing nights, and generous en-suite cabins offer a peaceful retreat after days of exploration. With a smooth, shallow draft, you can slip effortlessly into secluded, close-to-shore anchorages—bringing you closer to Antigua & Barbuda’s legendary bays and untouched natural beauty.

Designed for travelers who appreciate privacy, spacious living, and effortless barefoot luxury, catamarans are the perfect way to explore Antigua’s hidden coves and Barbuda’s endless pink-sand beaches at your own pace.

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With the freedom to anchor in turquoise shallows, step directly into warm Caribbean waters, and glide above vibrant coral reefs, every day brings a new discovery.

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Choose bareboat for total independence — or set sail with a skipper who knows every secluded beach, reef-fringed bay, and unforgettable sunset anchorage. Enhance your journey with a private hostess or onboard chef for a fully curated luxury experience.

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Cruise between Antigua’s historic harbors, tranquil beaches, and world-class snorkeling reefs — then sail north to Barbuda, where the horizon opens into serene, untouched paradise.

Set sail in Antigua & Barbuda — where the Caribbean feels boundless, unhurried, and beautifully free.

Luxury bareboat catamaran charter in Antigua.

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Antigua
Luxury Crewed Yacht Charter

Professional Crews * Personalized Service

If you are seeking an extraordinary yachting experience beyond the traditional bareboat charter, discover our exclusive collection of luxury fully crewed yachts in Antigua, one of the Caribbean’s most iconic and sophisticated sailing destinations. Renowned for its steady trade winds, pristine anchorages, and vibrant nautical heritage, Antigua offers a seamless blend of refined island elegance and exhilarating sailing.

Experience the unparalleled allure of a superyacht charter in the enchanting Caribbean Islands.

Our elite crewed charter options in Antigua combine unparalleled comfort, world-class service, and unforgettable Caribbean experiences, all carefully tailored to your personal wishes. A fully crewed yacht charter here invites you into a world of effortless indulgence, where barefoot luxury meets the turquoise waters and sunlit horizons of the West Indies.

 

Explore our meticulously curated fleet of luxury sailing yachts, elegant motor yachts, and magnificent superyachts, each selected for exceptional design, craftsmanship, and onboard comfort. Every vessel is a private sanctuary on the sea, offering generous deck spaces, beautifully appointed interiors, and an atmosphere of elevated living perfectly suited to tropical cruising.

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Step aboard your private floating five-star retreat, where a professional captain and dedicated crew orchestrate every detail with precision and discretion. From refined gourmet cuisine inspired by fresh Caribbean flavors and bespoke itineraries to exhilarating water sports, snorkeling adventures, and magical sunsets enjoyed at anchor, your journey unfolds in absolute ease and sophistication.

Cruise Antigua’s dramatic coastline and sail effortlessly between idyllic bays and neighboring islands, discovering iconic destinations such as English Harbour and Nelson’s Dockyard, the panoramic viewpoints of Shirley Heights, and secluded anchorages like Deep Bay and Half Moon Bay. Extend your voyage to the enchanting islands of Barbuda, with its untouched pink-sand beaches, or explore hidden coves accessible only by yacht, each rich in natural beauty and Caribbean charm.

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Wake each morning to serene anchorages framed by lush green hills and golden beaches, swim in crystal-clear waters shimmering in endless shades of blue, and savor exquisitely prepared meals served alfresco under open skies. Whether you envision leisurely sailing between elegant harbors, anchoring in peaceful, secluded bays, or unforgettable evenings immersed in island rhythm and style, Antigua delivers a yachting experience of rare beauty and distinction.

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This is the ideal choice for travelers seeking far more than a sailing holiday—an exclusive Caribbean escape where luxury, freedom, and personalized service come together in perfect harmony. Discover Antigua at its most captivating, wrapped in the comfort of a truly elite, fully crewed yacht charter crafted entirely around your desires.

Discover the irresistible charm of a superyacht charter in the beautiful Caribbean Islands.

Visit our luxury Yacht Collection!

www.luxury-charteryachts.com 

We're here to find the perfect yacht for you!

Antigua & Barbuda
Bareboat Yacht Charters

Sail Antigua & Barbuda’s Most Captivating Cays and Islands

English Harbour
The Heartbeat of Caribbean Sailing Heritage

Luxury bareboat sailing yachts and catamarans anchored in the scenic English Harbour of Antigua.

Set sail for English Harbour, Antigua, the historic soul of Caribbean yachting and one of the most iconic destinations for luxury bareboat sailing yachts and catamarans in the Leeward Islands. Tucked into Antigua’s protected south coast, this legendary harbour blends centuries of maritime heritage with a vibrant modern sailing culture, creating an atmosphere found nowhere else in the Caribbean.

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At the heart of English Harbour lies Nelson’s Dockyard, a beautifully restored UNESCO World Heritage Site and the only working Georgian-era dockyard in the world. Once home to Admiral Horatio Nelson in the late 18th century, the Dockyard today is a living museum where multi-million-dollar superyachts berth alongside original stone quays and historic bollards.

 

Wander through the Dockyard Museum, explore impeccably preserved naval architecture, or enjoy waterfront dining and boutique hotels housed within the original buildings—all while the harbour buzzes with life.

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Above the harbour, Shirley Heights delivers one of the Caribbean’s most breathtaking panoramic views. Each Sunday, the famous Shirley Heights Sunset Party transforms this former military battery into a legendary celebration of steel pan music, live reggae, and Caribbean barbecue, as the sun melts into the sea below. The surrounding ruins and lookout points add a dramatic historical backdrop to one of the most iconic sunset experiences in the world.

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​​​For sailors who love nature and adventure, English Harbour is framed by the rugged beauty of Nelson’s Dockyard National Park. Scenic hiking trails wind through tropical hills and historic landscapes, leading past 18th-century cemeteries, coastal cliffs, and the dramatic Pillars of Hercules, towering limestone formations guarding the harbour entrance. These natural landmarks are equally spectacular when approached by yacht.

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The harbour’s calm waters make it ideal for anchoring and exploration. Freeman’s Bay, the inner anchorage, offers excellent protection and easy access to customs. Nearby Galleon Beach is a favorite stop for snorkeling, known for its resident sea turtles gliding gracefully through crystal-clear waters. Just around the corner, Falmouth Harbour provides expansive marinas, provisioning, and a relaxed yacht-crew atmosphere, all within easy reach by dinghy or foot.

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Luxury bareboat sailing yachts and catamarans anchored in the scenic English Harbour of Antigua.
Luxury bareboat sailing yachts and catamarans anchored in the scenic Harbour of Antigua.

English Harbour is also a global stage for world-class sailing events. It hosts the thrilling finale of the Talisker Whisky Atlantic Challenge, welcomes legendary yachts during the Antigua Classic Yacht Regatta, and comes alive during Antigua Sailing Week, one of the most prestigious regattas on the international racing calendar. In December, the Antigua Charter Yacht Show transforms the area into a showcase of the world’s finest luxury yachts, reinforcing English Harbour’s status as a premier yachting hub.

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During the day, you can enjoy refined dining along the waterfront, while at night, the harbor comes alive with energy. From elegant dinners at historic inns to vibrant evenings in nearby Falmouth's yacht bars and music venues, there's something for everyone. Despite the modern vibrancy, English Harbour retains its timeless character, shaped by centuries of seafaring history and its naturally sheltered, hurricane-protected geography.

 

English Harbour is a destination where history, sailing excellence, natural beauty, and Caribbean spirit come together, creating an unforgettable experience in any Antigua sailing journey.

Drop anchor and explore the English harbour.

Nelson’s Dockyard
Historic Elegance & Caribbean Charm

Set within the sheltered embrace of English Harbour, Nelson’s Dockyard stands as the crown jewel of Antigua’s maritime heritage and one of the most extraordinary destinations for luxury bareboat sailing yachts and catamarans in the Leeward Islands.

 

Designated a UNESCO World Heritage Site, this beautifully preserved Georgian-era dockyard is the only one in the world still operating exactly as it was intended—alive with sails, masts, and the rhythm of seafaring life. Visiting here offers a unique opportunity to connect with a storied past in an exclusive setting.

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Approaching Nelson’s Dockyard by yacht is an experience steeped in history. The harbour’s deep, landlocked geography—once known as the Royal Navy’s legendary “Hurricane Hole”—provides superb protection and calm waters, making it an ideal and secure anchorage for modern sailors. In the 18th century, this natural fortress allowed the British fleet to shelter from storms and discreetly monitor rival powers across the Caribbean. Today, it welcomes luxury sailing yachts, catamarans, and superyachts seeking both safety and atmosphere.​​

Luxury bareboat sailing yachts and catamarans anchored in the historic Nelson’s Dockyard, Antigua.
Luxury bareboat sailing yachts and catamarans anchored in the scenic English Harbour of Antigua

Built in the early 1700s as the principal naval base of the British Royal Navy in the Leeward Islands, Nelson’s Dockyard is inseparably linked to Admiral Horatio Nelson, who lived here from 1784 to 1787. While Nelson himself famously complained about the climate, his legacy endures in the dockyard that now bears his name—transformed from a strategic military stronghold into one of the Caribbean’s most evocative sailing destinations. Exploring this site connects you to a pivotal chapter of maritime history.

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​What makes Nelson’s Dockyard truly unique is that its historic stone buildings have been thoughtfully restored and repurposed, rather than frozen in time. Former naval structures now house boutique hotels, elegant restaurants, yacht services, and cultural spaces.

 

Admiral’s Inn, once a storehouse for naval supplies, offers refined accommodation overlooking the water, while the Copper and Lumber Store has been transformed into a charming hotel courtyard reminiscent of old London. Visiting these spaces invites you to experience the blend of history and modern luxury firsthand.​​

Despite its historic setting, Nelson’s Dockyard remains a vibrant, working maritime hub. Sailmakers, riggers, and boatbuilders continue centuries-old traditions, and during the winter season, some of the world’s most spectacular superyachts berth directly alongside 200-year-old stone quays. The dockyard also serves as an official port of entry, making it a practical and atmospheric first stop on any Antigua sailing adventure.

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​Surrounding the dockyard is Nelson’s Dockyard National Park, a dramatic landscape of rolling hills, rugged coastline, and historic viewpoints. From the elegant colonial lines of Clarence House, perched high above the harbour, to the cannons of Fort Berkeley guarding the harbour entrance, every vantage point tells a story. Just above it all rises Shirley Heights, where sweeping panoramic views over English Harbour create one of the most iconic sailing scenes in the Caribbean.

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For luxury bareboat sailors and catamaran charter guests exploring the Leeward Islands, Nelson’s Dockyard is more than a stop—it is a moment in time. A place where your yacht rests in calm, protected waters while centuries of maritime history unfold around you, blending timeless heritage with the elegance, energy, and freedom of modern Caribbean sailing.

Luxury bareboat sailing yachts and catamarans anchored in the scenic English Harbour of Antigua.

Discover Nelson's Dockyard

Shirley Heights
Panoramic Views & Caribbean Sunset Magic

Iconic Shirley Heights in Antigua offers breathtaking views that capture the spirit, culture, and charm of the Caribbean.

Today, the atmospheric ruins—stone walls, powder magazines, and the historic Blockhouse—whisper stories of pirates, empires, and naval power, while the lovingly preserved Lookout stands as a bridge between past and present.

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As the afternoon drifts toward evening, Shirley Heights transforms into the most celebrated sunset stage in the Caribbean. The view as the sun sinks behind the harbour is nothing short of spectacular, bathing the landscape in fiery oranges, soft pinks, and deep indigos.

 

On clear days, visibility stretches as far as Montserrat’s volcanic peaks and even Guadeloupe on the horizon. This unobstructed vista also makes Shirley Heights one of the best places in the region to witness the rare and elusive Green Flash at sunset.

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For bareboat sailors and catamaran guests, the experience reaches its peak during the legendary Sunday Sunset Party,  a highlight and tradition that has defined Caribbean culture for more than 40 years. Every Sunday from late afternoon, the heights come alive with the soulful rhythms of steel pan music as the sun sets, followed by reggae, soca, calypso, and international beats that turn the historic fortress into a vibrant open-air celebration. The scent of a sizzling BBQ fills the air, while the bar serves ice-cold local beers like Wadadli, fine Caribbean rums such as English Harbour and Cavalier, and the famously potent Shirley Heights Rum Punch—a rite of passage for every visitor.​

Rising high above English Harbour and Falmouth Harbour, Shirley Heights is one of the most iconic and unforgettable experiences for luxury bareboat sailing yacht and catamaran guests exploring the Leeward Islands of the Caribbean.

 

From the moment you drop anchor below in the calm, sheltered waters, the dramatic silhouette of this historic Lookout draws you upward—promising panoramic views, legendary sunsets, and an atmosphere that captures the true soul of Antigua, inspiring a sense of wonder and cultural connection.

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Perched approximately 150 meters above sea level, Shirley Heights delivers a breathtaking 360-degree panorama of turquoise bays, rolling green hills, and an endless horizon where sea and sky dissolve into one. For sailors, it is a rare vantage point: watching your own yacht resting peacefully in English Harbour far below while the Caribbean glows in golden light. The setting is pure magic—designed to evoke awe and a deep appreciation for Antigua’s natural beauty and maritime heritage.

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Built in the 18th century and named after Sir Thomas Shirley, Governor of the Leeward Islands, Shirley Heights once formed part of a vast military defense system protecting Nelson’s Dockyard. From this strategic position, soldiers used flags by day and cannon fire by night to signal approaching ships across the island.

Sunset party at Shirley Heights in Antigua with panoramic views and the vibrant Caribbean spirit.
Legendary reggae party at Shirley Heights in Antigua overlooking the stunning coastline.

​Those seeking a quieter vibe can visit on Thursday nights for Reggae Heights, a more relaxed evening focused on live music, warm breezes, and intimate sunset moments. Adventurous sailors may even choose to hike up from Galleon Beach in English Harbour via the steep Lookout Trail, rewarding themselves with sweeping views and a well-earned rum punch at the top.

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Shirley Heights is more than a viewpoint—it is a living symbol of Antigua’s spirit. A place where history, music, rum, and breathtaking natural beauty come together above one of the Caribbean’s most beautiful anchorages. For luxury bareboat sailing yacht and catamaran guests navigating the Leeward Islands, an evening at Shirley Heights is not optional—it is a must-visit on your bucket list.

Are you ready for a Shirley Heights Sunset Party? Experience the Magic.

Green Island
Untouched Beauty & Turquoise Tranquility

 Green Island is one of Antigua’s most pristine "off-shore" gems. Located just off the eastern coast (the Atlantic side), it is a small, uninhabited private island that epitomizes the "desert island" fantasy.

 

Accessible only by boat, this uninhabited island feels like your own secret sanctuary — a place where the world slows down and the horizon feels infinite.

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Anchor in calm, crystalline waters sheltered by coral reefs, then step ashore onto powder-soft white sands that curve gently into serene bays.

 

Palm-fringed beaches invite slow, barefoot wandering, while steady trade winds create ideal conditions for paddleboarding, swimming, and snorkeling directly from your yacht.​

Luxury bareboat catamaran anchored in the turquoise waters around Green Island, Antigua.
Luxury bareboat catamaran anchored in the turquoise waters around Green Island, Antigua.

​Just offshore, living coral gardens flourish with colorful reef fish, rays, and sea turtles — a pristine underwater world waiting to be explored. On deck, afternoons unfold in warm sunlight, lulled by the soft rhythm of the tide against your hull.

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At sunset, the sky melts into shades of rose and amber, the island quiet except for the gentle whisper of the breeze. Here, luxury is not extravagant — it is the gift of untouched nature, stillness, and space to breathe.

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Green Island is more than a stop on your journey —
it is the pure essence of the Caribbean: wild, serene, and impossibly beautiful.

Explore Hidden Bays and the Enchanting Beauty of Green Island.

Deep Bay
Hidden Bays & Caribbean Serenity

Deep Bay’s secluded charm makes it an ideal stop on your Antigua sailing itinerary, Located on Antigua’s unspoiled western coast, Deep Bay boast a unique combination of tranquility and natural beauty, making it one of the most captivating anchorages in the Caribbean. With its sheltered waters, crystal-clear and mirror-calm, this serene stretch is a haven for those seeking a slower pace and the authentic island life experience.

 

Deep Bay provides a peaceful retreat for sailors seeking tranquility and natural beauty. Anchor your luxury bareboat sailing yacht or catamaran in the exclusive Deep Bay, where the sea glows in vibrant turquoise and the shoreline curves into a quiet crescent of soft white sand. Swim ashore for a gentle hike up to Fort Barrington, an 18th-century fort named after Admiral Barrington. The fort was strategically important for defending St. John's Harbour. The hike to Fort Barrington provides breathtaking views of Deep Bay and a stunning panorama of emerald hills and endless blue skies.

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Deep Bay, Antigua.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Deep Bay, Antigua.

One of Deep Bay’s highlights is the wreck of the Andes, a barque that sank in 1905. Resting in just 25 feet of clear water, it’s easily accessible for snorkeling. Coral-covered and teeming with colorful fish and occasional sea turtles, the wreck offers a captivating blend of marine life and Antigua’s underwater history.

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Indulge in its calm turquoise waters, explore hidden coves, and snorkel vibrant reefs teeming with marine life. Golden sands and gentle Caribbean breezes create the perfect setting for relaxation, sunset sails, and unforgettable island adventures.

 

 Anchor your luxury bareboat sailing yacht or catamaran in its calm turquoise waters, explore hidden coves, and snorkel vibrant reefs teeming with marine life. Golden sands and gentle Caribbean breezes create the perfect setting for relaxation, sunset sails, and unforgettable island adventures.

Set Sail and Drop Your Anchor in Deep Bay.

Five Islands
 
Secluded Beauty & Caribbean Charm

Cruise south to the Five Islands area, a dreamy collection of secluded coves and untouched beaches, perfect for peaceful afternoons at anchor.

 

On Antigua’s pristine western coast, the Five Islands offer one of the most serene and enchanting anchorages in the Caribbean. Sheltered from the prevailing winds and known for their crystal-clear, mirror-calm waters, this tranquil stretch invites you to slow down, unwind, and let the rhythm of island life take over

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Discover the tranquil allure of Five Islands, a hidden gem on Antigua’s western coast. Anchor your premium bareboat sailing yacht or catamaran in sheltered waters, swim in crystal-clear bays, and explore charming coves framed by lush greenery. With soft golden sands, vibrant coral reefs, and peaceful surroundings,

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Five Islands, Antigua.
Luxury bareboat catamaran anchored in the turquoise waters of Five Islands, Antigua.

Five Islands invites sailors to unwind, soak in the Caribbean sun, and savor unforgettable moments of freedom and serenity at sea. Ideal for island-hopping adventures or a quiet retreat, this serene destination embodies the perfect blend of natural beauty, relaxation, and maritime exploration.

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Here, the water is warm and inviting, with patch reefs that are ideal for snorkeling and paddleboarding. The atmosphere is pure ease — just sun, sea, and the quiet hush of nature.

 

Sunsets here are not just unforgettable, they are breathtaking. The sky blushes with rose and gold, the sea turns glass-smooth, and the world feels beautifully simple. Deep Bay & Five Islands are where time slows, the water heals, and the Caribbean reveals its softest, most soulful side.

 Unlock the Magic of the of Antigua’s Five Islands

Dickenson Bay
Sun-Kissed Shores & Vibrant Island Life

Nestled on Antigua’s northwestern coast, Dickenson Bay is a dazzling blend of golden sands, turquoise waters, and lively Caribbean charm.

 

This iconic beach destination is perfect for anchoring your luxury sailing yacht or catamaran and enjoying sun-soaked days in paradise.

Stroll along three miles of powdery shoreline, feel the gentle trade winds, or dive into warm, clear waters ideal for swimming, paddleboarding, and snorkeling over vibrant reefs.

 

The bay’s inviting waters make it an effortless stop for both bareboat and skippered charters, offering calm anchorages and easy access to local dining, bars, and watersport adventures.

Luxury bareboat catamaran anchored in the turquoise waters of Dickenson Bay, Antigua.
Luxury bareboat catamaran anchored in the turquoise waters of Dickenson Bay, Antigua.

As the day melts into evening, the horizon bursts into brilliant hues of orange and pink, reflecting off the tranquil Caribbean sea.

 

With its blend of natural beauty, vibrant energy, and serene anchorages, Dickenson Bay embodies the perfect balance of adventure, relaxation, and island luxury.

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Whether seeking lively beach vibes or quiet moments aboard your yacht, Dickenson Bay is an unforgettable highlight of your Antigua sailing adventure.

Experience the Combination of  vibrant Energy and serene Anchorages of Antigua's Dickenson Bay

Leeward Islands
Where Island Hopping Becomes a Way of Life

Antigua 
The Caribbean’s Ultimate Island-Hopping Playground

Iconic Shirley Heights in Antigua offers breathtaking views that capture the spirit, culture, and charm of the Caribbean.

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.​

Luxury bareboat sailing yachts and catamarans anchored in the historic Nelson’s Dockyard, Antigua.
Antigua-1.jpg

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.

Explore Antigua aboard a Catamaran or Sailing Yacht.
Contact our Charter Experts

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.​

Luxury bareboat catamaran anchored off the pink-sand shores of Barbuda.
Luxury bareboat catamaran anchored off the pink-sand shores of Barbuda.

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.

Luxury bareboat catamaran anchored off the pink-sand shores of Barbuda.

Experience Barbuda aboard a Catamaran or Sailing Yacht.
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Redonda
Untamed Majesty & Secluded Adventure

Redonda, a rugged and uninhabited volcanic island, showcases raw and untamed natural beauty.

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.

Redonda, a rugged and uninhabited volcanic island, showcases raw and untamed natural beauty.

Create Your Tailor-Made Redonda Adventure.
Contact our Charter Experts

Montserrat
The Emerald Isle of the Caribbean

Luxury bareboat sailing yachts and catamarans anchored near pristine beaches in the turquoise waters of Montserrat.

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.

Luxury bareboat sailing yachts and catamarans anchored near pristine beaches in the turquoise waters of Montserrat.
Luxury bareboat sailing yachts and catamarans anchored near pristine beaches in the turquoise waters of Montserrat.

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.​

Luxury yachts, bareboat sailing yachts, and catamarans anchored in the picturesque harbor of Gustavia, St. Barth.
Luxury yachts, bareboat sailing yachts, and catamarans anchored in the picturesque bay of St. Barth.

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.

Luxury yachts, bareboat sailing yachts, and catamarans anchored in the picturesque harbor of Gustavia, St. Barth.

Set Sail and Enter the World of St. Barth Yachting.
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Dominica
The Island of Untouched Caribbean Beauty

Luxury bareboat sailing yachts and catamarans anchored near palm-fringed beaches in the turquoise waters of Dominica.

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.

Luxury bareboat sailing yachts and catamarans anchored near palm-fringed beaches in the turquoise waters of Dominica.

 Start planning your luxury Dominica Bareboat Charter.

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Guadeloupe
The Butterfly Island of Caribbean Beauty & French-Creole Charm

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Guadeloupe.

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.

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Guadeloupe.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Guadeloupe.

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.

 Set Course for your Guadeloupe Sailing Adventure.

Contact our Charter Experts.

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.​​

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Saint Martin.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Marigot Bay in Saint Martin.

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.

Discover St. Martin - Caribbean Life -Luxury bareboat sailing yachts and catamarans sailing in the turquoise waters of Marigot Bay in Saint Martin.

 Set Course and Craft Your St. Martin & Sint Maarten Sailing Escape.

Contact our Charter Experts.

British Virgin Islands
Caribbean Spirit & Hidden Paradises

Luxury yachts, sailing yachts and catamarans anchored in the harbor of Tortola, BVI.

The British Virgin Islands renowned as one of the best yacht charter destinations in the world. â€‹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.​​

Luxury yachts, sailing yachts and catamarans anchored in the harbor Road Town of Tortola, BVI.
Luxury bareboat sailing yachts and catamarans anchored near Virgin Gorda Tortola, BVI.

​​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.



Luxury bareboat sailing yachts and catamarans anchored in White Bay on Jost Van Dyke.

Craft Your Exclusive BVI Sailing Vacation.

Contact our Charter Experts.

 Saint Kitts & Nevis
A Caribbean Sailing Paradise

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Saint Kitts.

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.​​

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of Saint Kitts.
Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of St. Kitts.

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.​

Luxury bareboat sailing yachts and catamarans anchored in the turquoise waters of St. Kitts.

Chart Your St. Kitts & Nevis Sailing Journey

Contact our Charter Experts.

Antigua & Barbuda
The Best Time for Yacht Charter 

Antigua & Barbuda offer exceptional sailing conditions year-round, but the ideal season for a yacht charter is December through June. During these months, warm trade winds, calm seas, and crystal-clear visibility create perfect conditions for exploring anchorages, snorkeling coral reefs, and enjoying leisurely island-hopping days under radiant Caribbean sunshine.

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Peak Sailing Season (December – April)

This is the most sought-after time to sail:

  • Steady Trade Winds: 15–20 knots — ideal for comfortable cruising

  • Dry, Sunny Weather: Temperatures around 26–29°C (79–84°F)

  • Vibrant Island Atmosphere: Sailing events, beach bars, live music, and local festivals

This period offers the perfect blend of sailing energy and relaxed island elegance.

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Early Summer Serenity (May – June)

A wonderful time for sailors seeking tranquility and expansive open waters:

  • Fewer crowds

  • Warm, gentle breezes

  • Exceptional snorkeling conditions

  • Beautifully calm anchorages

This is the sweet spot for privacy, pristine beaches, and slow, luxurious days.

Hurricane Season (July – November)

Hurricane season does not make Antigua & Barbuda off-limits — it simply calls for thoughtful planning.

Set sail in Antigua & Barbuda, 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.

The Caribbean Windward Island - Luxury Bareboat Sailing Yacht and Catamaran Charter.

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.

The Caribbean Leeward Island - Luxury Bareboat Sailing Yacht and Catamaran Charter.

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.

Bahamas - Bareboat Yacht Charter – Luxurious Sailing Yachts and Catamarans Rentals – Luxury Yacht Charter

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 - Luxury Bareboat Sailing Yachts and Catamaran Charter.

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.

Antigua & Barbuda - Luxury Bareboat Sailing Yachts and Catamaran Charter.

Sail Antigua & Barbuda aboard a luxury bareboat yacht or catamaran. From English Harbour’s maritime heritage to Barbuda’s pink-sand beaches and tranquil lagoons — discover relaxed island beauty shaped by constant soft winds and crystal-clear seas.

Antigua & Barbuda
Caribbean Grace on Azure Horizons

British Virgin Islands – Tortola - Luxury Bareboat Sailing Yacht and Catamaran Charter.

British Virgin Islands 
Where Every Island Tells a Story

Sail the calm, crystal-clear waters of the BVI aboard a luxury bareboat sailing yacht or catamaran. From Tortola to Virgin Gorda, uncover coral reefs, hidden anchorages, and the rhythm of the Caribbean.

St. Martin & St. Barth - Luxury Bareboat Sailing Yacht and Catamaran Charter.

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 - Bareboat Yacht Charter – Luxurious Sailing Yachts and Catamarans Rentals – Luxury Yacht Charter

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.

Martinique - Bareboat Yacht Charter – Luxurious Sailing Yachts and Catamarans Rentals – Luxury Yacht Charter

Martinique
Sail into the Soul of the French Antilles

Sail Martinique’s lush volcanic coasts and turquoise bays aboard a luxury bareboat sailing yacht or catamaran.Explore tropical gardens, lively harbors, and calm island coves — the perfect harmony of adventure, culture, and relaxation. 

St. Lucia - Luxury Bareboat Sailing Yacht and Catamaran Charter.

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 - Luxury Bareboat Sailing Yacht and Catamaran Charter.

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 - Cuba - Bareboat Yacht Charter – Luxurious Sailing Yachts and Catamarans Rentals – Luxury Yacht Charter

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.

 Start planning your Caribbean Sailing Adventure in Leeward or Windward Islands.

Contact our Charter Experts.

Eastern Mediterranean
The Ultimate East Mediterranean Charter Destinations
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters

Premium Bareboat Charter Italy – Luxury Sailing Yacht and Catamaran Charter in the Greek Islands

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

Premium Bareboat Charter Italy – Luxury Sailing Yacht and Catamaran Charter in Italy

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

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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. â€‹Explore iconic coastlines and secluded turquoise bays across the Mediterranean, Caribbean, Indian Ocean, French Polynesia, and beyond, inspiring a sense of limitless adventure worldwide. â€‹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  

​​Get ready for unforgettable experiences on the open water! 

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Set sail and embark on your dream bareboat charter adventure today!
Connect with our dedicated Charter Specialists, who are eager to recommend the perfect bareboat sailing yacht that suits your needs at unbeatable prices.
Let the journey begin!

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