Caribbean

Windward Islands

Create Your Dream Trip

The Windward Islands – 32 Islands, 4 Nations, Endless Adventure! Sail through the stunning Windward Islands, home to Saint Lucia, Saint Vincent & the Grenadines, Grenada, and Dominica. Explore 32 breathtaking islands, hike Saint Lucia’s iconic Pitons (771m), and snorkel in Tobago Cays’ crystal-clear waters. Discover Grenada’s spice-scented rainforests and Dominica’s volcanic hot springs. With steady trade winds, lush and unspoiled beauty, this is the ultimate Caribbean yacht charter. Set sail now!

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Windward Islands Yacht Charters

The Windward Islands, nestled in the southeastern Caribbean, offer some of the most diverse and spectacular sailing experiences in the world. This enchanting chain of islands, including St. Lucia, St. Vincent and the Grenadines, Martinique, and Grenada, is a haven for yachting enthusiasts, combining lush landscapes, vibrant cultures, and pristine waters.

Sailing the Windward Islands presents a perfect blend of adventure and relaxation. With steady trade winds and well-protected anchorages, the region is ideal for both seasoned sailors and first-time charterers. Each island offers its own unique charm and attractions, ensuring a memorable voyage for every traveler. Martinique, often called the “Island of Flowers,” combines French sophistication with Caribbean beauty. Its charming towns, secluded coves, and vibrant underwater life make it a favorite starting point for charters. To the south lies St. Lucia, known for its dramatic Pitons, lush rainforests, and luxurious resorts, offering a mix of natural beauty and upscale amenities.

Further down the chain, St. Vincent and the Grenadines reveal a tropical paradise of over 30 islands and cays, each with its own allure. Mustique’s exclusivity, the Tobago Cays’ stunning coral reefs, and Bequia’s authentic Caribbean charm make this area a highlight of any Windward Islands itinerary. Grenada, the “Spice Island,” is the gateway to the southern Caribbean. Known for its fragrant plantations, waterfalls, and vibrant culture, it’s the perfect place to start or end your journey.

Whether you seek secluded beaches, snorkeling in turquoise waters, or exploring lively local markets and historical sites, the Windward Islands promise an unforgettable yachting experience. From bareboat adventures to luxurious crewed charters, this region offers the ultimate in tropical cruising. Set sail and discover the magic of the Windward Islands.

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Sail the Windward Islands

Available Yachts

Our Windward Islands yacht charters offer bespoke itineraries. Sail turquoise waters, explore lush rainforests and volcanic peaks, and experience vibrant island culture. With an expert crew, enjoy an unforgettable adventure in this stunning Caribbean paradise.

Windward Islands Yacht Charter Attractions

Set sail on an unforgettable Caribbean adventure! Snorkel with sea turtles in Tobago Cays, hike the majestic Pitons of St. Lucia, soak in Bequia’s charm, unwind on Mustique’s exclusive beaches, and savor Grenada’s rich flavors. Explore, relax, and indulge in paradise—every stop is a dream come true!

Explore the vibrant coral reefs and swim with sea turtles in the crystal-clear waters of this protected paradise, a must-visit for underwater enthusiasts.

Windward Islands Sample Itinerary

Embark on an unforgettable 8-day super yacht journey through the Windward Islands, starting in St. Lucia and concluding in Grenada. Discover natural wonders, vibrant cultures, and luxurious experiences, the Windward Islands offer the ultimate blend of adventure and relaxation. The following itinerary is just a sample; the captain may modify it depending on weather conditions or guest requests.

Arrive in Marigot Bay, a picturesque haven. Enjoy a relaxing evening onboard or visit a waterfront restaurant. Optional: Sunset cocktails and views from the Rainforest Hideaway.

Discover the Windward Islands by Sea

Discover the Windward Islands by Sea