Leeward Islands

A Leeward Islands yacht charter invites you to explore one of the most diverse and captivating regions of the northeastern Caribbean. This enchanting chain of islands is renowned for its stunning natural beauty, vibrant cultures, and world-class cruising conditions—making it a dream destination for luxury yacht charters.

Begin your journey in Antigua, famous for its 365 sun-drenched beaches—one for every day of the year—and the historic charm of Nelson’s Dockyard, a UNESCO World Heritage Site. The island also offers excellent snorkeling, lively harbors, and exclusive beach clubs, making it a favorite for charter guests seeking both relaxation and adventure.

Just a short cruise away lies the chic and glamorous island of St. Barths (St. Barthélemy). Known for its upscale boutiques, fine French dining, and vibrant nightlife, this island is a hotspot for megayachts and celebrities alike. Gustavia Harbor, with its iconic red-roofed buildings and designer storefronts, provides a picturesque backdrop for sunset cocktails and high-end shopping.

Continue to Anguilla, a peaceful and unspoiled gem, revered for its powder-white beaches, crystal-clear waters, and refined resorts. This island is ideal for those seeking tranquility, luxury, and seclusion—an oasis of calm in the heart of the Caribbean. For a mix of history and lush landscapes, St. Kitts and Nevis offer volcanic peaks, colonial forts, botanical gardens, and charming towns.

From world-class snorkeling and diving to gourmet cuisine, cultural festivals, and island-hopping adventures, the Leeward Islands offer something for every traveler. With consistent trade winds, calm anchorages, and a wide variety of islands within easy reach, this region is perfectly suited for both first-time and seasoned charterers.