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A Caribbean Cruise on the Wind Star will begin and end in St. Thomas or Bridgetown, Barbados with direct flights from the U.S. via Puerto Rico. Its standard ports of call are the French West Indies, the U.S. Virgin Islands, British Virgin Islands, Barbados Puerto Rico and the Bahamas.

The Wind Star offers course by course in stateroom dining while on board as well as traditional, casual or specialty dining in the Veranda the Main Dining Room with its shore side open café feel and open seating, but dress is casually elegant to the more casual dining areas where no tie is needed.

The Degrees (formerly the Bistro) offers cuisines from Northern Italy to France and Indonesia all prepared by a world renown chef. Relax on board in one of the hammocks on deck and swing in the breeze while ice cold lemon scented towels and cold sorbet ( in an orange half ) or afternoon hors d' oeuvres are brought to you.