Escape to tropical paradise on a scintillating gay Caribbean sailing holiday that starts and ends in the glamorous Saint Martin islands with GayNudeSail. Throughout the cruise, you'll sail through the bluest waters and between the nearby islands of Saint Barth's and Anguilla.

Feel the warm tradewinds kiss your skin as you sail along, the palm trees swaying in time with the easy breeze. Each island you discover has its own special charm, from sophisticated European allure to peaceful, off-the-grid seclusion. Let those crystal blue waters beckon you into paradise under sunny skies.

Revel in pristine beaches, vibrant coral reefs, and luxurious amenities aboard two sleek 40-foot catamarans with a fun-loving group of 20 men. Choose between a cheeky "clothes optional" sailing adventure or let it all hang out on a full nude cruise - the choice is yours!

Each yacht features four plush double cabins (four double cabins, also bookable for singles to share or as a private double cabin) and two discounted single cabins with deck access, plus the services of a talented gay skipper and chef. Your cruise includes tasty breakfasts and lunches, soft drinks, taxes, fuel and cleaning. Dinners, customs fees and alcoholic beverages are not included.

Join our crew for the ultimate gay Caribbean vacation bursting with beauty, camaraderie and lifelong memories waiting to unfold!

2024 Cruise Dates

Oct 5th-12th & Oct 12th-19th 2024

2025 Cruise Dates

May 10th-17th & May 17th-24th 2025