
Windward Islands
The Windward Islands offer a stunning mix of lush landscapes, vibrant cultures, and unforgettable sailing. Stretching from Martinique to Grenada, this region is known for its steady trade winds, adventurous passages, and postcard-perfect anchorages, making it one of the Caribbean’s most rewarding cruising grounds.
The Region
Northern islands like Martinique, Dominica, and St. Lucia bring a blend of French-Caribbean charm, dramatic volcanic scenery, and authentic nature experiences. Farther south, St. Vincent and the Grenadines and Grenada deliver classic island-hopping with turquoise lagoons, vibrant marine life, and a mix of rustic charm and laid-back luxury, deal for both relaxed escapes and off-the-beaten-path adventure.
Martinique, Dominica,
& St. Lucia
Martinique, Dominica, and St. Lucia make up the northern Windwards, offering adventurous sailing, lush landscapes, and cultural variety. Martinique adds French-Caribbean charm with great provisioning and diverse anchorages, while Dominica is a nature-lover’s paradise with waterfalls and rainforest hikes. St. Lucia features the iconic Pitons, lively towns, and excellent snorkeling and diving.

St. Vincent to Grenada

St. Vincent, the Grenadines, and Grenada form the southern Windwards, known for close island-hopping, turquoise waters, and postcard-perfect anchorages. Bequia, Mustique, Canouan, and the Tobago Cays each offer a unique mix of local charm, luxury, and vibrant marine life. Farther south, Union Island, Mayreau, and Petit St. Vincent provide peaceful bays and great snorkeling, while Grenada offers lush scenery, spice markets, and well-equipped marinas—an ideal base for provisioning or beginning your charter.
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Everything About The Windward Islands

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