GaySail Saint Martin

Step aboard a luxury gay sailing adventure in the Caribbean as GaySail sets sail from St. Martin on May 16–23, 2026. This exclusive clothes-optional cruise brings together 20 guys across two sleek Bali 42-foot catamarans for a week of sun, sea, and unforgettable camaraderie.

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 mix of French and Dutch influences, with everything from casual beach bars to fine dining, live music, and legendary beaches.

Onboard, comfort comes first. Each catamaran features four double cabins with private bathrooms and two smaller single crew cabins at discounted rates. Singles can share a double cabin, book a private upgrade, or opt for a budget-friendly crew cabin. Air-conditioning keeps the main cabins cool at night, while a talented gay skipper and cook make sure every day runs smoothly. Breakfast, lunch, soft drinks, harbor fees, and fuel are included, with dinners, alcohol, and national park fees left for you to explore ashore.