With GaySail we organize gay sailing cruises for gay guys of all ages (18+) and nationalities. We sail throughout the historical islands of Greece, among the ancient cities of Croatia and Montenegro, ioff the white beaches of Saint Martin & Saint Barth and Puerto Rico in the Caribbean, in the  exotic Seychelles and Tahiti  and in tropical Thailand. In all these destiantions we also organize private cruises, also in the British Vrigin Islands, Martinique, St. Lucia, St. Vincent and the Grenadines, Bahamas and Brazil.


We are The # 1 worldwide, market leader and specialist in Gay Sailing Cruises. Each year we offer over 40 gay sailing cruises and about 15 private cruises, together accounting for more than 600 gay costumers, whose satisfaction scores 8,2 out of 10.

Our experienced gay skippers will take you safely on this great vacation experience! With over 30 years of experience, we would love to take you on one of our cruises, together with our gay skippers and gay cooks. We know the nice itineraries, the lovely spots, the quiet bays and the cozy restaurants. We sail with 1-3 sailing yachts or catamarans together, which can host 10-14 people on each yacht. We'll make your trip a unique holiday experience!

We have several labels for our GaySail cruises:

  1. GaySail: Include the service of a gay skipper and accommodation on board.
  2. GaySail Special: Include the service of a gay skipper and gay cook, accommodation on board, breakfast, lunch, harbor fees, taxes, gasoline and end cleaning.
  3. GaySail Exclusive: Include the service of a gay skipper and gay cook, accommodation on board on a new exclusive luxury sailing yacht or -catamaran, breakfast, lunch, snacks, nonalcoholic drinks, harbor fees, gasoline and end cleaning.

Dinner (not included) is normally in one of the local restaurants and sometimes we have dinner on board or a BBQ at the beach. 

These three labels are also available for GayNudeSail cruises: GayNudeSail, GayNudeSail Special, GayNudeSail Exclusive.

We also organize private cruises all over the world on request, sent us an e-mail for a free quote.