Cuba
Cuba
Bareboat Yacht Charters
Luxury Catamaran & Sailing Yacht Charters
Discover the Canarreos & Jardines
A Caribbean Paradise, Untouched and Unforgettable
Set sail on an unforgettable journey aboard a luxury bareboat sailing yacht or catamaran in Cuba, one of the Caribbean’s last truly unspoiled cruising destinations. Known as the Pearl of the Antilles, Cuba enchants sailors with pristine coral reefs, turquoise horizons, and thousands of untouched cays that reveal the Caribbean as it once was—authentic, raw, and breathtakingly beautiful.
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Discovered by Christopher Columbus in 1492, Cuba’s rich colonial past is woven into its Spanish architecture, vibrant Afro-Caribbean traditions, and timeless towns. Begin your adventure in Havana, where classic 1950s cars roll past grand plazas, the Malecón glows at sunset, and legendary spots like El Floridita celebrate rum, cigars, and maritime history. Most bareboat charters depart from Cienfuegos, a UNESCO-listed city set within a spectacular, sheltered bay—ideal for smooth sailing. This cultural tapestry invites travelers to feel connected to Cuba's storied history and lively traditions.
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Cruise south to the Canarreos Archipelago, where powder-white beaches and secluded anchorages await. Cayo Largo del Sur dazzles with Playa Sirena, one of Cuba’s most beautiful beaches, while Cayo Rico charms with crystal-clear shallows and friendly iguanas. For the ultimate adventure, experienced sailors venture to the remote Jardines de la Reina, a protected marine paradise offering world-class snorkeling and diving among sharks, turtles, and giant groupers. This remote destination promises an exclusive escape for those seeking authentic Caribbean adventure.
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Life ashore is equally captivating. Rustic beach bars and ranchones serve fresh lobster and mojitos, salsa rhythms fill the air in Trinidad’s Casa de la Música, and annual highlights like the Havana International Jazz Festival, Hemingway Fishing Tournament, and vibrant summer carnivals bring Cuban culture to life.
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With steady winds, scenic passages, and countless protected anchorages—from Cayo Guano del Este to Cayo Rosario—Cuba offers a rare blend of adventure, heritage, and barefoot luxury. Exploring this extraordinary island nation by bareboat yacht or catamaran is more than a sailing holiday—it’s a journey back in time and into the soul of the Caribbean.
Havana
Rhythm, Romance & Timeless Caribbean Soul
Havana is a city that moves to its own rhythm — where pastel architecture, oceanfront boulevards, and music drifting through sun-warmed streets create an atmosphere unlike anywhere else. Begin or end your yacht charter here and experience Cuba’s vibrant culture, golden evenings, and the irresistible magic of the Malecón at sunset.
Cienfuegos
The Elegant Gateway to Cuba’s Southern Sea
Cienfuegos invites you to experience its charming pastel façades, domed architecture, and the warmth of Cuba’s coastal spirit. Explore the historic center, enjoy dining on oceanfront terraces, and gather your supplies before setting off into the tranquil blue waters. Here, your journey begins with rich history, delightful flavors, and vibrant rhythms.
The Canarreos Archipelago
Cuba’s Most Exclusive Sailing Paradise
Sailing through the Canarreos feels like stepping into another world. This chain of turquoise shallows, shimmering sandbars, coral gardens, and deserted islets captures the essence of Caribbean sailing at its finest. The tranquil waters, gentle breezes, and peaceful bays create an exclusive paradise that invites exploration.
Isla de la Juventud
Mystery & Emerald Coves
Veiled in history and surrounded by glowing emerald shallows, Isla de la Juventud invites slow exploration. Anchor among limestone coves, dive luminous reefs, and step into a landscape that feels untouched by time. Here, the sea is still, the colors are deep, and the silence is exquisite.
Jardines de la Reina
The Last Wild Caribbean
This marine world feels pristine—a thriving sanctuary of coral channels, mangroves, and serene anchorages. Snorkel among rays and reef fish, glide through lagoons of luminous jade, and experience the Caribbean as it once was—alive, protected, and incredibly beautiful. A voyage here is not merely sightseeing; it is a profound experience of quiet awe.
Cayo Rico
Shimmering Sandbars & Iguana Shores
Discover the enchanting beauty of Cayo Rico, a postcard island come to life, where luminous shallow seas embrace shores that appear and disappear with the ebb and flow of the tides. Stroll barefoot along the pristine sands, greet the island's charming iguanas, and dive into the crystal-clear waters that feel like a warm embrace. Here, time stands still, and nature reveals its most exquisite luxury.
Cayo Largo
Powder-White Beaches & Turquoise Serenity
Sail into the tranquil waters of Cayo Largo on a premium bareboat sailing yacht or catamaran charter. Explore powder-white beaches, vibrant coral reefs, and secluded anchorages where calm turquoise lagoons meet effortless luxury. Discover Cuba’s southern gem at your own pace, where every moment is pure Caribbean bliss.
Set Sail and discover the Beauty of Cuba
Embark on an unforgettable adventure where vibrant coral reefs beckon and secluded bays whisper secrets of tranquility. A luxury bareboat catamaran or sailing yacht charter in Cuba transcends mere escape; it's an extraordinary journey into a world rich with freedom, color, and the soothing embrace of the Caribbean breeze.
Glide serenely across crystal-clear waters, anchor in hidden coves, and relish exquisite meals on deck, all beneath a tapestry of stars. Awaken each morning in a new lagoon, surrounded by pristine beaches and untouched beauty, where every moment is infused with a sense of calm and relaxation.
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Set sail towards your own slice of Cuban paradise. The islands of Cuba—Cayo Largo, Isla de la Juventud, the Canarreos Archipelago, and Jardines de la Reina—await your exploration, each a treasure trove ready to be discovered. From the vibrant marine life of Cayo Largo to the untouched beauty of Jardines de la Reina, each island promises a unique and exciting experience.
Bareboat Charters - Yacht Rentals
Cuba
Luxury Bareboat Yacht Charter
Sail Cuba’s Southern Archipelagos
Timeless, Untouched, Unforgettable
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Embark on an extraordinary journey through Cuba’s southern waters aboard a premium bareboat sailing yacht or luxury catamaran — designed for travelers who seek freedom, privacy, and effortless elegance at sea. Our curated fleet, ranging from 40 to 65 feet, offers expansive outdoor living spaces for sun-drenched days, refined interiors for relaxation, and impressive stability for smooth passage across Cuba’s turquoise lagoons and sheltered island chains.
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Whether you choose to captain your own voyage or unwind with the guidance of a professional skipper, each vessel blends contemporary performance with tranquil comfort. Sail from Cienfuegos, the “Pearl of the South,” and glide into the dreamlike Canarreos Archipelago, where pristine sandbars shimmer like silk over shallow aquamarine seas. Drop anchor near Isla de la Juventud’s emerald coves, or wander through uninhabited cayos where the rhythm of life slows to the sound of the tide.
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Every day brings a new chapter: snorkel vibrant coral reefs, swim in warm, crystalline shallows, savor fresh seafood grilled on deck, and watch the sky melt into fiery sunsets that linger long after nightfall.
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This is bareboat chartering as it was meant to be — pure freedom, pure beauty, pure Cuba.
Your voyage is not just a holiday — it is a return to authenticity, wonder, and the soul of the Caribbean.
Cuba
Bareboat Sailing Yacht Charter
Luxury Sailing Yachts
Bareboat • Skippered • Crewed
Set sail on a luxury bareboat sailing yacht charter in Cuba and discover the island nation from a rare and privileged perspective — where total freedom, complete privacy, and effortless elegance define every moment on the open sea. Glide between untouched cays, anchor in secluded turquoise bays, and explore Cuba’s wild southern archipelagos at your own rhythm, far from crowds and conventional itineraries. With steady trade winds, warm crystalline waters, and horizons that feel endlessly open, bareboat sailing in Cuba offers an authentic yet refined adventure, allowing you to experience the Caribbean as it once was — unhurried, intimate, and profoundly unforgettable.
Choose from a premium fleet of modern monohull sailing yachts, ranging from 37 to 65 feet, featuring the latest designs from Dufour, Jeanneau, Hanse, Bavaria, and Sun Odyssey. Each yacht is meticulously crafted for refined comfort, balance, and performance, ensuring smooth cruising across Cuba’s serene southern waters.
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Accommodating up to 12 guests, our yachts offer spacious interiors, air-conditioned cabins, fully equipped galleys, and expansive sunbathing decks perfect for lingering under warm Cuban sun.
Set Sail in Cienfuegos — the elegant “Pearl of the South” — the ideal departure point for exploring Cuba’s most extraordinary island regions. Sail through the Canarreos Archipelago, swim in emerald coves off Isla de la Juventud, and anchor beside white-sand beaches at Cayo Largo. Each day opens new passages to secluded bays, vibrant coral reefs, and tranquil, protected anchorages.
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Prefer to relax while someone else takes the helm?
Opt for a skippered charter with an expert local captain.
For a fully pampered voyage, add a private hostess or onboard chef, elevating your journey into a true barefoot-luxury escape.
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Your Cuba sailing adventure begins here — where the sea is crystal-clear, the rhythm is slow, and every horizon feels beautifully endless.
Cuba
Bareboat Catamaran Charter
Luxury Catamarans
Bareboat • Skippered • Crewed
Discover the true freedom of a premium bareboat catamaran charter in Cuba, where the rhythm of the Caribbean, sheltered bays, and shimmering emerald-blue waters come together to create a sailing experience unlike any other. Perfectly suited for travelers who appreciate privacy, generous space, and effortless comfort, catamarans offer the ideal platform to explore Cayo Largo, the Canarreos Archipelago, Isla de la Juventud, and the pristine Jardines de la Reina at your own pace.
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Step aboard the latest catamaran models from Lagoon, Bali, Fountaine Pajot, Catana, and Dufour, ranging from 40 to 65 feet, where contemporary design meets refined elegance. From the moment you set sail, your yacht becomes a private floating villa, thoughtfully designed for relaxed island cruising.
Expansive outdoor lounges invite you to unwind under the sun, panoramic salons frame endless ocean views, and spacious flybridges provide the perfect setting for unforgettable sunsets. With en-suite cabins ensuring privacy and smooth, stable navigation through calm, shallow waters, every day unfolds in comfort, style, and pure Caribbean serenity.
With a shallow draft, you can anchor close to untouched beaches, glide over coral gardens glowing beneath the surface, and swim directly off the aft deck into crystal-clear lagoons.
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Choose a bareboat charter for complete independence — or opt for a skippered catamaran guided by a local captain who knows every hidden cay, sandbar, and protected anchorage. Add a hostess or private chef for a fully tailored, luxury experience.
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Cruise to deserted pearl-white beaches, snorkel among vibrant reefs, wander quiet fishing villages, and dine beneath violet Caribbean sunsets.
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Set sail in Cuba — where every horizon feels wild, free, and beautifully timeless.
Cuba
Luxury Bareboat Yacht Charter
Sail Cuba’s Most Enchanting Archipelagos
Discover Untouched Cays, Crystal-Clear Lagoons & Secluded Anchorages
Havana
Rhythm, Romance & Caribbean Soul
Beyond the city, beautiful beaches await just minutes away. The Playas del Este, especially Santa María del Mar, offer white sand and turquoise waters, while Jibacoa enchants with dramatic scenery and excellent snorkeling. Havana’s social scene is equally legendary, from El Floridita’s famed daiquiris to mojitos at La Bodeguita del Medio.
After immersing yourself in Havana’s cultural heartbeat, your sailing adventure continues along Cuba’s southern coast. From here, luxury bareboat yachts and catamarans set course toward the Canarreos Archipelago and nearby anchorages such as Cienfuegos, the island’s premier charter base. Further east lies the historic Schweinebucht (Bay of Pigs), today a tranquil region known for exceptional diving and secluded anchorages near Playa Girón and Cayo Largo del Sur.
Rich in history, soul, and timeless beauty, Havana is the perfect gateway to a Cuban sailing experience where vibrant city life and pristine Caribbean cruising come together in perfect harmony.
No luxury bareboat sailing charter journey through Cuba is complete without experiencing the magnetic allure of Havana. As the island’s vibrant capital, Havana is a living tapestry where centuries of history, infectious music, and salty sea breezes blend into an unforgettable symphony. For our sailing yacht and catamaran guests, the city offers a captivating contrast to the serene anchorages and untouched cays awaiting offshore.
Stroll through La Habana Vieja, a UNESCO World Heritage Site filled with cobblestone streets, pastel-hued façades, grand colonial palaces, and lively plazas such as Plaza Vieja and Plaza de la Catedral.
Classic American convertibles cruise past Baroque churches and Art Deco landmarks, while the rhythms of Cuban son, jazz, and salsa spill from open cafés and historic bars. Highlights include the legendary Hotel Nacional de Cuba, sunset walks along the Malecón, and nights at the iconic Tropicana Club or the cutting-edge Fábrica de Arte Cubano.
Cienfuegos
The Elegant Gateway to Cuba’s Southern Sea
Cienfuegos, affectionately known as La Perla del Sur – the Pearl of the South, is one of Cuba’s most elegant and rewarding sailing destinations, offering an exceptional starting point for luxury bareboat sailing yachts and catamaran charters along the island’s unspoiled southern coast.
Nestled deep within a vast, naturally protected bay, Cienfuegos combines calm cruising waters, refined culture, and authentic Caribbean charm—perfect for sailors eager to explore new horizons and discover hidden treasures.
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Founded in 1819 by French settlers, Cienfuegos stands apart from other Cuban cities with its neoclassical architecture, wide boulevards, and harmonious city layout. The UNESCO-listed historic center enchants visitors with pastel façades, graceful colonnades, and cultural landmarks such as Parque José Martí, the elegant Tomás Terry Theatre, and the fairy-tale-like Palacio de Valle overlooking the bay. A stroll along the Malecón at sunset, accompanied by soft music and sea breezes, sets the tone for a truly romantic sailing adventure.​
​From the full-service Marina Marlin, skippers enjoy seamless provisioning and direct access to pristine cruising grounds. Nearby beaches such as Playa Rancho Luna and Playa El Inglés offer soft sands and crystal-clear waters, while Guanaroca Lagoon reveals flamingos in a tranquil natural setting. Sunset cocktails await at atmospheric spots like the Palacio de Valle rooftop or the historic Club Cienfuegos.
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Cienfuegos is also the gateway to remote anchorages and hidden gems, from peaceful Cayo Carenas inside the bay to the wild beauty of Cayo Guano del Este and the dramatic coastal inlet of Guajimico.
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Gentle trade winds, protected waters, and well-spaced anchorages create a relaxed, exclusive sailing experience, ideal for both monohulls and catamarans seeking serenity and natural beauty.
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Cultural highlights such as the Benny Moré International Music Festival, lively summer carnivals, and excursions to El Nicho Waterfalls add depth to the experience. Elegant, authentic, and beautifully unspoiled, Cienfuegos invites you to begin your Cuban sailing journey where history, rhythm, and the sea come together in perfect harmony.
The Canarreos Archipelago
Cuba’s Most Exclusive Sailing Paradise
Stretching gracefully southwest of Cienfuegos along Cuba’s untouched southern coast, the Canarreos Archipelago unfolds as one of the Caribbean’s last truly unspoiled sailing frontiers.
This extraordinary chain of more than 350 cays and islets is a sanctuary of tranquility, where shallow turquoise lagoons, luminous coral reefs, and powder-soft beaches create an idyllic setting for luxury bareboat sailing yachts and catamarans. Here, sailing is unhurried and deeply immersive—each short passage reveals new shades of blue, deserted shorelines, and anchorages that feel entirely your own.
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Rich in history and legend, the Canarreos were once a favored refuge for pirates such as Francis Drake and Henry Morgan, who hid among its labyrinthine channels. The archipelago’s cultural depth continues on Isla de la Juventud, once a penal colony and now home to historic sites such as the Presidio Modelo and the ancient Ciboney cave paintings at Punta del Este. These stories add a compelling human dimension to an otherwise wild and nature-led cruising ground.​​
​​The beaches here are among Cuba’s finest. Playa Sirena and Playa Paraíso on Cayo Largo are consistently ranked among the most beautiful beaches in the Caribbean, famed for their cool, oolitic white sand and calm, sheltered waters.
At Cayo Rico, shallow neon-blue bays invite you to wade for hundreds of meters, while vibrant reefs teem with tropical fish, rays, and graceful sea turtles.
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Beach bars are refreshingly simple, with open-air ranchones on Cayo Largo serving freshly grilled lobster, local seafood, and classic Cuban rum cocktails—perfect after a day under sail.
For sailors, the true highlights unfold at anchor: Cayo Guano del Este, Cayo Rosario, Cayo Cantiles, and Ensenada de la Siguanea offer excellent holding, crystal-clear waters, and complete seclusion, making each stop a memorable part of your voyage.
With reliable trade winds, protected waters, and an abundance of pristine anchorages, the Canarreos Archipelago offers a rare blend of freedom, privacy, and natural beauty. This authentic Caribbean sailing experience feels timeless, soulful, and profoundly captivating.
Isla de la Juventud
Mystery & Emerald Coves
​Rising from the turquoise heart of Cuba’s southern Caribbean, Isla de la Juventud is a sanctuary of tranquility and timeless beauty—an extraordinary destination for luxury bareboat sailing yachts and catamarans seeking authenticity, freedom, and profound connection with nature.
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Once known as the legendary Isle of Pines and immortalized as the inspiration for Treasure Island, this evocative isle blends rugged coastlines, emerald coves, and silent anchorages into a sailing experience that feels both adventurous and deeply serene.
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As you approach by sea, the island reveals dramatic limestone cliffs, palm-fringed bays, and waters shimmering in unreal shades of turquoise. Protected anchorages invite relaxed arrivals, where calm seas gently cradle your yacht and the rhythm of island life slows to a meditative pace. Snorkeling and diving here are exceptional, with vibrant coral reefs, rare black coral walls, sea turtles, rays, and historic wrecks waiting just beneath the surface.
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Isla de la Juventud is steeped in compelling history. For centuries, pirates such as Francis Drake and Henry Morgan used its hidden coves as secret strongholds. Long before them, the Guanahatabey people left their legacy in the Punta del Este Caves, often called the “Sistine Chapel of Caribbean Rock Art,” with more than 235 pre-Columbian drawings. The haunting Presidio Modelo, once housing Fidel Castro, stands today as a powerful national monument, offering a striking contrast to the island’s natural serenity.​​​
​The beaches are as diverse as the island’s past. Playa Bibijagua mesmerizes with its rare black sand, while Punta Francés, located within a protected marine park, dazzles with powder-white beaches and crystal-clear water—accessible mainly by boat and ideal for secluded beach days. Ensenada de la Siguanea offers one of the safest anchorages on the island and serves as the gateway to some of the Caribbean’s most legendary dive sites.
Beach bars and social life here are defined by soul, not spectacle. At simple palm-roofed ranchones near Punta Francés, lobster is grilled over open flames, Cuban beer is poured ice-cold, and time slows to the rhythm of the sea. As dusk settles, the storied bar of Hotel El Colony becomes a gathering place for sailors and divers, where classic cocktails are sipped as the sun sinks in a blaze of gold and crimson across Siguanea Bay. In Nueva Gerona, the island’s relaxed capital, evenings come alive with laughter, local music, and warm conversations—an authentic Cuban social scene where luxury is measured in atmosphere, connection, and unforgettable moments.
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Sailing highlights include secure anchorages in Siguanea Bay, the tranquil cays of Cayo Los Indios, and historic dive sites such as Bajo de Zambo, an underwater ship graveyard. Cultural events like the Isla Verde Film Festival, Fiestas Pineras, and the internationally renowned Photosub Underwater Photography Contest add depth and vibrancy to your journey. ​For bareboat sailors and catamaran charters, Isla de la Juventud offers a rare luxury—space, silence, and soulful discovery. Here, luxury is not defined by excess, but by untouched horizons, star-filled nights at anchor, and the freedom to sail entirely on your own terms.
Cayo Rico
Shimmering Sandbars & Iguana Shores
Cayo Rico is a hidden gem that seems to exist outside of time — a tranquil, sun-kissed cay where shimmering sandbars emerge and vanish with the tides, and the sea unfolds in countless mesmerizing shades of turquoise.
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Cayo Rico is one of Cuba’s most enchanting sailing secrets—a sun-drenched, uninhabited cay floating in the heart of the Canarreos Archipelago, where time seems to dissolve with the tide. Approaching by luxury bareboat sailing yacht or catamaran, you glide over luminous white sandbanks and shallow, crystal-clear waters in surreal shades of turquoise, so transparent it feels as if you are sailing on air. This tiny biological reserve, once a discreet hideaway for Caribbean pirates, remains blissfully untouched and perfectly suited to sailors seeking serenity, privacy, and raw natural beauty.
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Drop anchor off the southern shore in calm, sand-bottom shallows and step ashore onto powder-soft beaches that curve endlessly into the sea. At low tide, shimmering sandbars emerge, inviting barefoot walks far into the horizon, surrounded by starfish and gentle currents.
Cayo Rico is famous for its friendly iguana colony—prehistoric-looking yet docile guardians of the island—while lush seagrass beds and nearby coral heads offer superb snorkeling with rays, parrotfish, and nurse sharks.
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Social life is charmingly simple. The island’s only structure, the rustic Ranchón Cayo Rico, serves freshly grilled lobster, local fish, and classic Cuban cocktails during the day, creating a relaxed beach-bar atmosphere without disturbing the island’s tranquil soul. Nearby anchorages such as Canal del Rosario provide more sheltered overnight stops for yachts continuing toward Isla de la Juventud.
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Cayo Rico is not about events or crowds—it is about pure Caribbean freedom. A place where barefoot luxury, pristine nature, and the quiet rhythm of the sea create an unforgettable bareboat sailing experience.​
Jardines de la Reina
The Last Wild Caribbean
Step into Jardines de la Reina, one of the Caribbean's last untouched paradises — a vast, protected marine sanctuary where nature reigns in its most pristine form.
Spanning over 1,500 square miles of shimmering reefs, lush mangrove lagoons, and azure channels, this remote archipelago offers an exclusive sailing experience, extraordinary, intimate, and sacred.
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Jardines de la Reina, the legendary Gardens of the Queen, is one of the last truly untouched sailing frontiers in the Caribbean. In this vast, protected marine sanctuary, luxury bareboat sailing yachts and catamarans encounter nature in its purest form.
Located some 60 miles off Cuba’s southern coast, this extraordinary archipelago of more than 600 cays stretches across 75 miles of crystalline channels, coral reefs, and emerald mangrove lagoons, offering an exclusive and profoundly intimate cruising experience.
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Named by Christopher Columbus in 1494 in honor of Queen Isabella I, Jardines de la Reina has remained almost unchanged for centuries. Its isolation and strict conservation—strengthened during decades as a private retreat and later formalized as a Marine National Park—have preserved an ecosystem often described as a living time capsule of the Caribbean. Today, it stands as a global benchmark for marine protection, where reefs flourish, and wildlife thrives in astonishing abundance.​
​Sailing through these luminous waters feels otherworldly. Drop anchor in glass-calm lagoons framed by mangroves, where seabirds glide overhead, and silence is broken only by the tide. Beneath the surface, vibrant coral gardens reveal encounters with reef sharks, sea turtles, eagle rays, massive goliath groupers, and even American crocodiles in sheltered mangrove creeks—an experience found almost nowhere else on Earth. Beaches are wild and unmarked, such as those at Cayo Anclitas, where white sand and sculptural driftwood define a true castaway landscape.
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There are no beach bars, marinas, or towns here. Social life unfolds aboard yachts and liveaboard vessels, with sunset gatherings, fresh lobster dinners, and starlit skies replacing nightlife and noise. Nearby anchorages such as Boca de Caballones and Cayo Grande provide excellent shelter and a gateway to world-class diving, snorkeling, and fly-fishing, including the legendary Grand Slam waters.
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Jardines de la Reina is not merely a destination—it is a rare privilege. For sailors seeking profound privacy, raw beauty, and a deeper connection to the sea, this is Caribbean sailing as it once was: wild, sacred, and eternally unforgettable.
Cayo Largo Powder
White Beaches & Turquoise Serenity
Cayo Largo is a dazzling jewel nestled in the pristine waters of southern Cuba, a haven where shimmering turquoise lagoons embrace endless stretches of powdery white beaches.
Its tranquil, shallow waters and gently swaying palm trees create an enchanting backdrop for a sailing adventure that feels both exclusive and timeless.
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Cayo Largo del Sur is one of the Caribbean’s most radiant and seductive sailing destinations, a sun-drenched jewel set within the unspoiled Canarreos Archipelago of southern Cuba. Celebrated for its endless ribbons of powder-white oolitic sand and luminous turquoise lagoons, Cayo Largo offers luxury bareboat sailing yachts and catamaran guests a rare harmony of freedom, comfort, and raw natural beauty. With no permanent residents and only discreet, low-impact resorts, the island preserves a serene, timeless atmosphere where palm-fringed shores, shallow crystal-clear waters, and gentle trade winds create effortlessly relaxed cruising conditions.
Steeped in legend, Cayo Largo was first sighted by Christopher Columbus in 1494 and later became a favored hideout for infamous pirates such as Henry Morgan and Sir Francis Drake, who once used its sheltered coves to careen ships and conceal treasure. Today, this storied past blends seamlessly with modern barefoot luxury.​
Drop anchor in tranquil bays and step ashore to discover some of Cuba’s most iconic beaches, including the world-famous Playa Sirena and Playa Paraíso, where calm, lake-like waters invite swimming, snorkeling, and paddleboarding. Explore the untouched beauty of Playa Mal Tiempo or the quieter eastern beaches, vital nesting grounds for sea turtles.
Life on Cayo Largo unfolds at an unhurried rhythm. Beach bars and marina lounges provide relaxed social hubs where sailors gather for sunset cocktails, fresh lobster, and soft Cuban melodies.
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Unforgettable highlights range from the renowned Sea Turtle Rescue Center, where conservation meets wonder, to enchanting natural ocean pools scattered with shimmering starfish and framed by impossibly clear turquoise water. Beneath the surface, vibrant coral gardens and legendary shipwrecks create exceptional diving and snorkeling experiences, alive with color and marine life. With full-service Marina Marlin, secluded anchorages, and effortless island-hopping, Cayo Largo is a true Caribbean sanctuary—elegant, tranquil, and unforgettable.
Cuba
The Best Time for Yacht Charter
November to May
The prime season for a Cuba yacht charter is from November to May, when warm temperatures, steady trade winds, and calm seas create ideal conditions for bareboat sailing yacht and catamaran adventures. Daytime temperatures range from 24°C to 29°C (75°F–85°F), with lower humidity and minimal rainfall — perfect for exploring Cayo Largo, Isla de la Juventud, the Canarreos Archipelago, and Jardines de la Reina.
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November to May
From November to May, cooler evenings and pleasant days make extended island-hopping especially enjoyable.
April and May
April and May bring warmer waters and lush tropical scenery, while the hurricane season, running from June through October, introduces higher humidity, occasional tropical storms, and unpredictable weather, making it less ideal for sailing.
Hurricane Awareness in Cuba
Cuba is located within the Caribbean hurricane belt, with the official hurricane season running from June to November and peak activity between August and October. For the safest and most enjoyable sailing conditions, the dry season from December to April is ideal, offering stable weather, calm seas, and reliable trade winds. Careful seasonal planning, flexible itineraries, and regular weather monitoring are essential for a secure and relaxed yacht charter experience in Cuban waters.
Caribbean Islands
Explore the Caribbean — A Paradise of Islands, Culture & Endless Blue
Embark on an unforgettable journey through the Caribbean aboard a premium bareboat sailing yacht or luxury catamaran, where turquoise waters, sun-drenched beaches, and warm island traditions await. Sail through the enchanting archipelagos of The Bahamas, Cuba, Antigua & Barbuda, the British Virgin Islands, St. Martin, Guadeloupe, Martinique, St. Lucia, St. Vincent & the Grenadines, and Grenada, each offering its own rhythm, flavor, and timeless beauty.
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From the calm, cerulean shallows of the Exumas to the coral-rich bays of the Grenadines, every route invites discovery. Anchor in secluded lagoons accessible only by sea, wander lively harbors filled with music and color, and dine barefoot on white-sand beaches under starlit skies. Here, every sunrise brings another island. Every anchorage, a memory.
This is Caribbean sailing at its most refined: free, vibrant, unforgettable.
Windward Islands
Volcanic Peaks, Emerald Seas & the Soul of the Caribbean
Discover the Windward Islands, a spectacular chain of lush, volcanic isles shaped by steady trade winds and dramatic scenery. From emerald Dominica and elegant Martinique to iconic St. Lucia, the Grenadines, and Grenada, sail between rainforest-covered peaks, secluded bays, and vibrant island cultures—an exhilarating blend of raw natural beauty, adventurous passages, and unforgettable Caribbean freedom.
Leeward Islands
Island-Hopping in Caribbean Elegance
Set sail through the Leeward Islands, where steady trade winds, turquoise seas, and short, scenic passages create one of the Caribbean’s most rewarding sailing regions. From the chic shores of Saint Martin and Antigua to the unspoiled beauty of Barbuda, Guadeloupe, Nevis, and the Virgin Islands, each stop blends vibrant culture, protected anchorages, and powder-white beaches—perfect for relaxed, luxurious island-hopping at its finest.
The Bahamas
A Private World of Sapphire Horizons
Sail the Bahamas on a premium bareboat sailing yacht or catamaran charter. Explore Nassau, the Exumas and Abaco Islands to experience the rhythm of Caribbean island living. Discover the Beauty of sapphire-blue cays, pristine white-sand beaches, and serene anchorages.
Cuba
The Rhythm of the Caribbean at Sea
Explore Cuba aboard a premium bareboat sailing yacht or catamaran. From Havana’s historic waterfront to the serene lagoons and endless white-sand cays of the Canarreos Archipelago, Cuba offers pure island rhythm, cultural richness, and uncharted tropical beauty.
Saint Martin & St. Barth
French Caribbean Glamour at Sea
Sail between Saint Martin’s vibrant harbors and St. Barth’s refined elegance aboard a luxury bareboat sailing yacht or catamaran. Discover turquoise bays, chic beach clubs, and secluded anchorages — where French sophistication meets pure Caribbean ease.
Guadeloupe
A Caribbean Mosaic of Color & Calm
Discover Guadeloupe’s emerald rainforest peaks, turquoise lagoons, and golden-sand bays aboard a luxury bareboat sailing yacht or catamaran. From vibrant Pointe-à-Pitre to the serene Îles des Saintes, every anchorage reveals effortless beauty, and pure Caribbean serenity.
St. Lucia
Sail the Iconic Heart of the Windwards
Sail St. Lucia aboard a luxury bareboat yacht or catamaran and experience the island’s iconic Pitons, volcanic beaches, and tranquil coral bays. St. Lucia represents the perfect blend of vibrant Caribbean rhythm, exciting adventure, rich culture, and a luxurious tropical escape.
St. Vincent & The Grenadines
Island-Hopping Bliss in the Southern Caribbean
Sail a chain of pristine islands where turquoise lagoons, coral-fringed beaches, and serene anchorages create the ultimate Caribbean escape. From Bequia to Mustique and the Tobago Cays, every stop feels like a secret discovered.
Grenada
The Spice-Scented Gateway to the Grenadines
Begin your Caribbean voyage where rainforest valleys meet brilliant turquoise seas. Sail north from Grenada into the pristine Grenadines — a journey of effortless island-hopping, and pure Caribbean spirit. From Grenada to the Tobago Cays, every mile is a tropical dream.
Plan Your Caribbean Sailing Adventure
Imagine the freedom of island-hopping across the Caribbean’s most iconic sailing destinations — from the turquoise waters of the Bahamas and the vibrant culture of Cuba to the white-sand elegance of Antigua & Barbuda, the secluded bays of the Grenadines, and the volcanic beauty of St. Lucia and Martinique.
With our premium bareboat sailing yacht and catamaran charters, you choose your course, your pace, and your perfect rhythm at sea. Drop anchor in crystal-clear lagoons, explore colorful reef sanctuaries, stroll through charming island towns, and savor the easy, sun-washed spirit of Caribbean life.
Whether you seek serene sailing days, lively beach bars, exclusive anchorages, or endless snorkeling and diving adventures — the Caribbean offers a journey where every sunrise feels like a new beginning.
Set sail and start planning your dream Caribbean voyage today.
Eastern Mediterranean
The Ultimate East Mediterranean Charter Destinations
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
Set sail on an extraordinary journey with our premium bareboat sailing yacht and catamaran charters in the Eastern Mediterranean. Discover a region where ancient history, sun-drenched coastlines, and crystal-clear turquoise waters create the ultimate sailing paradise.
Explore the iconic Greek Islands of the Aegean and Ionian Seas, uncover hidden coves on Turkey’s legendary Turquoise Coast, cruise along Croatia’s stunning Dalmatian Coast, and glide into Montenegro’s dramatic Bay of Kotor along the Adriatic. Each destination offers scenic passages, sheltered anchorages, and a perfect blend of culture, nature, and relaxed Mediterranean elegance.
Our luxury bareboat yachts and catamarans provide freedom, comfort, and refined design, allowing you to craft your own itinerary and sail at your own pace. This is Eastern Mediterranean sailing at its finest—effortless, inspiring, and unforgettable.
Western Mediterranean
Your Gateway to World-Class Yacht Charters
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
Set sail on an extraordinary adventure with our exclusive bareboat sailing yacht and catamaran charters in the enchanting Western Mediterranean. Immerse yourself in the timeless elegance and breathtaking beauty of this iconic region — where secret coves and turquoise waters await, alongside vibrant coastal towns and luxurious marinas. Experience the true essence of Mediterranean luxury as you glide through the stunning landscapes of Italy, France, Sardinia, Corsica, and the Balearic Islands. Here, each horizon unveils a captivating tale of freedom and sophistication, inviting you to create unforgettable memories on the open sea.
Luxury Yacht Charters Worldwide
35 Exclusive Destinations Across the Globe
Bareboat Yacht Charters · Fully Crewed Charters · Luxury Yacht Charters
Experience the world without limits—where every course is yours to choose and to be explored—on your terms, at your pace, and wrapped in uncompromising luxury. Whether you seek the freedom of a premium bareboat charter or the effortless luxury of a fully crewed, five-star yacht, your journey begins here with options designed to match your desires, giving you confidence in a tailored experience. ​Explore iconic coastlines and secluded turquoise bays across the Mediterranean, Caribbean, Indian Ocean, French Polynesia, and beyond, inspiring a sense of limitless adventure worldwide. ​Our hand-selected collection of premium bareboat sailing yachts, catamarans, cabin charters, crewed yachts, and luxury yachts offers unparalleled options for extraordinary sea adventures, catering to every preference and style.
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Step aboard and set your course for a truly exclusive sailing vacation.
Let us craft your personalized, luxury yacht charter adventure tailored to your desires.
Embark on this incredible adventure. Your dream yacht vacation awaits!
Connect with our expert charter specialists and start crafting your tailor-made luxury yacht charter today
Bareboat Sailing Yacht Charters
Perfect for those seeking the thrill of sailing and the ultimate sense of freedom.
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Bareboat Catamaran Charters
Ideal for unmatched comfort, spacious living, and effortless, relaxed sailing.
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Crewed Luxury Yacht Charter
If you’re seeking a luxury yacht adventure, embark on the voyage of your dreams with our exclusive collection of crewed yachts. Each vessel is meticulously selected to meet the highest standards of elegance, comfort, and bespoke service for your private charter.
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Discover mesmerizing Croatia as you explore enchanting coastal gems or venture to pristine, secluded islands. Every journey is designed to be as unforgettable as it is refined, combining breathtaking scenery with unrivaled luxury.
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Every detail on board is crafted to perfection, offering personalized service, complete privacy, and extraordinary moments on the water. Choose from an exceptional fleet of Ultra Luxury Yachts, Motor Yachts, Motorsailers, High Deluxe Yachts, High Deluxe Gulets, and Luxury Gulets, each showcasing superior quality, comfort, and amenities. Begin your incredible journey to unmatched elegance and indulge in the ultimate Croatia luxury yacht experience.
For more detailed information, please visit: www.luxury-charteryachts.com