The Windward Islands are from Grenada north to Dominica, and include Martinique, St Lucia and St Vincent & the Grenadines. For me, I am very fond of the southern ones from St Vincent to Grenada. Flying into St Lucia and 10 days down to Grenada is a great trip and down wind. It can be quite windy and obviously the windward side is the Atlantic Ocean so generally you only ever sail down the west side. The Grenadines are rustic, remote and the home of Jack Sparrow’s desert island in the Tobago Keys where they left him in the first film. Its a real pirate adventure, you can visit a variety islands; the exclusive Mustique, the friendly island of Bequia, the shell bar built on the reef by Union Island, Carriacou, Mayreau and Canouan. All full of wonderfully friendly local people, happy to share their paradise.
Please enquire if you’re looking for something different, these are just a handful of yachts available in this location.