GaySail Saint Martin

Step aboard a luxury gay sailing adventure in the Caribbean as GaySail sets sail from St. Martin on two charter dates: May 16-23 and May 23-30, 2026. Twenty guys across two sleek Bali 42-foot catamarans, sun-drenched islands, and the kind of camaraderie that only comes from life at sea.

Glide across turquoise waters to discover St. Martin, Anguilla, and Saint Barth, each with its own irresistible charm. Expect white sandy beaches lined with palms, world-class snorkeling and diving among coral reefs, and exhilarating days sailing between idyllic islands. St. Martin itself offers a unique cultural blend of French and Dutch influences, with everything from casual beach bars to fine dining, live music, and legendary beaches.

During the first week, one catamaran sails as GaySail Exclusive (clothes-optional) and the other as GayNudeSail Exclusive (full nude). The second week is full nude on both boats. Each catamaran features four double cabins and two smaller single crew cabins at a 30% discount. Singles can share a double cabin, book a private upgrade, or opt for a crew cabin. Breakfast, lunch, soft drinks, harbor fees, and fuel are all included, with dinners, alcohol, and national park fees to explore ashore.