
Destination
Windward Islands Yacht Charter
A dazzling mix of snow-white beaches and jewel-toned waters
Windward Islands: A breathtaking stretch of the Eastern Caribbean
Stretching from Martinique in the north to Grenada in the south, the Windward Islands are like a string of pearls pulled end to end across the Caribbean Sea. Although less developed than the neighbouring Leewards, the Windward Islands have incredible seas and volcanic hills shrouded in rainforest that rise from the sea. This paradise on Earth makes a dream destination for yacht and superyacht charters.
The Windward Islands in the southeastern Caribbean are a breathtaking collection of primarily volcanic islands including favorites like Barbados, Martinique, St. Lucia, and St. Vincent and the Grenadines. With each island so close to the next, it’s the perfect spot to hop around and enjoy a variety of unique experiences.
Each island belonging to the Windward Islands offers something unique; Martinique, with its chic French flair, features Fort-de-France's luxury shopping and fine dining, while Dominica's UNESCO-listed rainforests and volcanic peaks with bubbling hot sulfur springs and wild trails are a haven for nature lovers. Hikers will be in their element when they step on St. Lucia, with its iconic twin Pitons and the stunning Morne Trois Pitons watching over the sea. Whether you're up for a strenuous hike up the side of volcanoes or a leisurely stroll through rainbow-colored rainforests, the Windward Islands offer endless trails that will keep you coming back for more.
St. Vincent and the Grenadines boast sandy cays and colorful parrots of paradise. At the southernmost tip, Grenada, affectionately called the “Spice Island,” greets visitors with the scent of cinnamon and nutmeg. Its underwater sculpture park also adds an adventurous twist.
Meanwhile, Barbados has powdery pink sand beaches and is a great entry point for discovering the more remote areas of the Windward Islands. One of the hidden gems in the area is the Tobago Cays, a five-island stretch of protected marine park perfect for snorkelling with turtles, or Mustique, which is synonymous with privacy and exclusivity. The groves of palm trees alternate with stretches of green grass in the area, which is a favorite location for horseback riding.
No Caribbean vacation is complete without sampling the region's famous rum cocktails. Rum is a significant part of the area's history, and a visit to River Antoine Estate offers the chance to explore an authentic distillery while enjoying a rum punch infused with sorrel, capturing the true essence of the Caribbean.
See and explore all superyachts available for Windward Islands yacht charters. Your next unforgettable journey awaits.




When?
The best time for a yacht charter in the Windward Islands is from November to March. The dry season will guarantee you a chance to top up your winter tan. These months bring perfect tropical weather, calm seas, and an unmatched atmosphere for cruising. You may also catch the famous Grenada Carnival and Barbados sailing events during these months.
Why?
Highlights
Popular stops in the area
Inspiring itineraries
Ahoy Club's curated itineraries offer the perfect starting point for crafting your dream yacht charter in the West Mediterranean.
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Regional events
Explore exciting events unfolding in this region, including sporting events, yacht shows, entertainment showcases and corporate mainstays.