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The Leeward Islands - St Martin/Sint Maarten, St Barths, Anguilla


The Leeward Islands are a beautiful collection of islands that lie to the east of Puerto Rico in the Lesser Antilles of the Caribbean. Arguably some of the most beautiful yacht destinations in the world, the Leeward Islands are a perfect choice for your next sailing trip - expect to find unspoiled, private beaches to chic shops and superb restaurants.  With everything from secluded island paradise to lively towns and nightlife, we can help you to discover the ultimate Leeward Islands charter holiday for you and your family or friends.

December & January 2025 are likely time frames

What We

Itinerary 1

St Martin St Barths and Anguilla

YOU DETERMINE THE ITINERARY: -Note: this covers a wide area so more than a week is recommended to fully enjoy


  • Go for the awesome restaurants, excellent shopping, and wide range of activities.  Sailing around Saint Martin / Sint Maarten also offers fabulous beaches, incomparable duty-free shopping and an abundant and varied nightlife. Saint Martin is also becoming the gastronomical capital of the Caribbean. 


  • Anguilla, is one of the best-kept secrets of the region with its incredibly white sandy beaches and the myriads of restaurants ranging from informal seafood on the beach to gourmet cuisine in elegant surroundings.  Guests on KANALOA can spend their days snorkeling and swimming off one of Anguilla's pristine beaches, diving to explore the sunken ships and admiring the sunset while enjoying a cocktail on the deck of their yacht or in the local bars.  With miles of brilliant beaches, Anguilla is where the rich, powerful go to chill out.  Go for the fine cuisine in elegant surroundings, great snorkeling and a funky late night music scene.  Don’t go for shopping and sightseeing. This island is all about relaxing and reviving,

  • ST BARTHS              Another popular destination close to Saint Martin is Saint Barts  Surrounded by coral reefs and crystal-clear waters with beautiful lagoons, St Barts is rapidly becoming a favorite with the international jet setting community, and playground of the rich and famous. Like her neighbor St Martin, St Barts also offers fine restaurants, luxury boutiques and vibrant nightlife.

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