Leeward & Windward Islands Explorer

Cruise overview

Volcanic silhouettes, secluded palm-lined beaches, and unassuming island charm define your yachting journey through the British Virgin Islands, French West Indies, Guadeloupe, and the Grenadines. Sailing from Barbados, call on St. John’s sheltered Cruz Bay, for snorkeling and diving spots off perfectly manicured beaches. Discover Spanish Town, your gateway to The Baths, Virgin Gorda’s geologic wonder made of awe-inspiring boulders that form sheltered sea pools on the beach’s edge. Take in Tobago Cays, as SeaDream drops anchor in a heavenly lagoon. Overnight in Bequia, a tiny island of quiet lagoons, reefs, and silvery stretches of beach, often referred to as “the best-kept secret” of the Caribbean. Explore Martinique when your yacht calls on St. Pierre, nestled at the foot of Mount Pelée on the island’s lush northwest coast; Îles des Saintes, a small archipelago of eight incredible islands off the southern coast of Guadeloupe; and the verdant mountainous landscape of Nevis. See the isle of St. Kitts through the eyes of South Friars Bay, stretching along the isthmus coast of the island’s southeast peninsula. Call on St. Martin’s French-spirited town of Marigot, where candy-colored houses and neighboring cafés, bistros, and luxury boutiques welcome you. Overnight in chic St. Barths, the jetsetter’s Caribbean playground, radiating the ambiance of the South of France with a distinct island flair. Discover Spanish Town, your gateway to The Baths, Virgin Gorda’s geologic wonder made of awe-inspiring boulders that form sheltered sea pools on the beach’s edge, and Leverick Bay, kissing Virgin Gorda’s northern coast. Relax on the barefoot island of Jost van Dyke, home to our signature Champagne & Caviar Splash®, before disembarking in lovely Charlotte Amalie, St. Thomas, where you may choose to explore more.