40+ years of sailing with gay men around the world

New boats come and go. Experience matters.

Since 1985, GaySail has been bringing gay men together on sailing adventures around the world. From the Mediterranean to the Caribbean, Thailand and beyond, we know the destinations, the boats, the routes — and most importantly, how to create a great group atmosphere on board.

With 40+ gay sailing cruises each year, 600+ guests a year, 30 GaySail skippers and cooks, and a guest satisfaction score of 8.6/10, you are sailing with a company that has been doing this for decades.

Come sail with the original

A GaySail holiday is much more than renting a cabin on a boat.

You join a small international group of gay men, guided by experienced gay skippers who know how to combine great sailing with beautiful places, good food, swimming, adventure and plenty of time to relax.

Whether you're travelling alone, with a friend or as a couple, you'll quickly feel part of the group.

And you don't need any sailing experience. Just come on board.

Why GaySail?

40+ years of experience
We have been organising gay sailing holidays for decades. We've learned what works — and what doesn't.

Experienced gay skippers and excellent gay cooks.
Our skippers know the destinations, the boats and the best places to drop anchor. Safety and a great atmosphere always come first. 

Experienced gay skippers and excellent gay cooks.
Our GaySail Skippers know the destinations, the boats and the best places to drop anchor. Safety and a great atmosphere always come first. And our GaySail Cooks do much more than prepare great food — they create delicious, relaxed meals that bring everyone together and make life on board part of the experience.

Small groups
No huge crowds. Just a manageable group of guys sharing a boat, exploring beautiful destinations and enjoying the freedom of sailing, 10-28 guys, one or two spacious sailing yachts or catamarans.

Real destination knowledge
Hidden bays, great beaches, good restaurants and the places you won't necessarily find in a guidebook. Our experience makes a difference.

Thousands of happy guests
Many guests return year after year — and lots have been sailing with us for decades.

GaySail & GayNudeSail

GaySail: Our classic gay sailing (clothing optional) holidays. Swim, sail, explore, relax, enjoy the scenery — and enjoy the company of other gay men.

GayNudeSail: For those who prefer to leave their clothes on shore. Same great sailing experience, with a more nude atmosphere on the cruise.

Choose your next adventure

From the Mediterranean: France, Croatia and the Greek islands to the Caribbean: Saint Martin, Saint Barth, Anquilla, the Virgin Islands, Thailand, Tahiti and beyond, we sail some of the world's most beautiful waters.

Choose a scheduled GaySail or GayNudeSail cruise, book a private cruise with your own group, or join us for a special sailing adventure.

Where will you sail next? Explore all our cruises

More than a holiday

• Wake up in a different bay.
• Jump straight into crystal-clear water.
• Explore a new island.
• Have lunch on board.
• Watch the sunset with a drink in your hand.
• And meet guys from all over the world.

That's GaySail.

The original. The experience. The adventure.

40+ YEARS · 40+ CRUISES A YEAR · 600+ GUESTS A YEAR · 8.6/10 SATISFACTION

Come sail with us.