Leeward Islands: Lilting & Legendary

Including the Virgin Islands, Dominica, Guadeloupe, Montserrat, Antigua, Barbuda, St. Kitts, Nevis, and Anguilla, each Leeward Island offers something different: from chic boutiques to remote beaches. Most of the islands are volcanic whilst some are created from immense coral beds, but the best known islands St Barts, St Maarten and Antigua, are established favourites for a winter cruise. The prevailing northerly winds make them ideal for exploring by yacht, with each and every island blessed with azure waters and white sand beaches.

Whether you are looking for the tranquillity of a deserted beach or busy port towns bustling with life, you will find it here. Dive and snorkel to see the reefs and dolphins that flourish in the warm, turquoise waters. St. Barths is the most luxurious, offering every amenity in exclusive resorts and restaurants as well as sumptuous shopping opportunities. The highlight for sailors is the annual St. Barths Bucket regatta. Anguilla is the northernmost island of the archipelago and blends luxury and serenity along its quiet shores. Guadaloupe and Barbuda have more beautiful beaches, while St. Kitts and Nevis are blessed with lush green rainforests and towering peaks. The Virgin Islands are paradisiacal and the beaches and cays here are iconic postcard Caribbean at its very best.

When to go:

The whole year round

High season




Try standup paddle boarding at the crystal clear Frigate Bay on St. Kitts


Fraternise with the yachting elite at Yacht Club Costa Smeralda on Virgin Gorda


Spend a day on one of Anguilla’s spectacular coral sand beaches. 


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