Leeward Islands
The Leeward Islands offer some of the Caribbean’s best island-hopping, blending French flair, laid-back luxury, and lush natural beauty. From the stylish ports of St. Martin and St. Barts to the quiet charm of Saba, Antigua, and Guadeloupe, this region is perfect for diverse and scenic cruising.
The Region
The Leeward Islands offer a diverse mix of chic ports, quiet anchorages, and rich cultural charm. St. Martin is a central hub with easy access to nearby favorites like glamorous St. Barts, serene Anguilla, and the rugged beauty of Saba. Farther south, Antigua and Guadeloupe add lush landscapes, historic sites, and classic Caribbean sailing, perfect for both relaxed cruising and off-the-beaten-path exploration.
St. Martin, Anguilla,
St. Barts, and Saba
These islands offer easy, elegant island-hopping with a rich blend of culture, cuisine, and scenery. St. Martin is the vibrant hub, offering great marinas, nightlife, and provisioning. Nearby, St. Barts adds glamorous beaches and upscale dining, while Anguilla delivers low-key luxury and pristine, uncrowded shores. Offshore, Saba brings dramatic landscapes and world-class diving for those seeking a more adventurous escape.
St. Kitts, Montserrat,
Guadeloupe & Antigua
This southern stretch of the Leeward Islands offers a more diverse cruising experience, with lush landscapes, steady trade winds, and rich cultural charm. From the volcanic peaks of St. Kitts & Nevis and Montserrat’s dramatic scenery to Guadeloupe’s French-Caribbean flair and Antigua’s classic sailing heritage, it’s a region full of beauty and variety.
Everything About The Leeward Islands
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