Gay sailing with SAILORdudes: Sun, Fun, Relax and Enjoy!

SAILORdudes organises active gay sailing holidays for groups as well as tailor-made arrangements for private parties. Clothing is optional on all of our cruises. We also offer nude sailing cruises for guys that like naturism. Sailing is our hobby, which ensures an enthusiastic gay skipper on board together with other sailor dudes from all corners of the world!

We make an effort to match similar guys together as much as possible on each trip. No sailing experience is required but if you like, your skipper is happy to explain how it is done. We sail everywhere there is water on our planet such as Greece, Croatia, the Caribbean, Thailand, Tahiti and more.

Browse our site for lots of pictures, videos and information about our trips. Perhaps the videos below bring you in the right mood!

Why sail with SAILORdudes?

  • We sail out of passion, and not because we have to make a living out of it
  • Our prices are the lowest and what you see is what you pay. There are no additional (booking) fees.
  • We have over twenty years experience as a skipper
  • Comfort: we don't use the saloon to create extra sleeping places, because it would over-crowd the yacht
  • We offer both organised group cruises with open registration for single travellers and couples, as well as tailor-made cruises for private charters
  • Last but not least: our trips are Fun!
  • Check out this site to see what a typical SAILORdudes holiday looks like, and decide for yourself...
Greek bay with nude gay on beach

Our gay sailing cruises and more...

Organised group cruises

These sailing adventures are open for booking by single travellers and couples, but also for small groups that like to share their active holiday with other guys.

Check out the Sailing Cruises page for a complete overview of all planned clothing optional and nude cruises this season.

A tailor-made adventure

We can organise your own sailing holiday anywhere in the world and in any way you like!

Find out more about our private yacht charters, and let us make your dream holiday, with or without a gay skipper, come true.

In the spotlight

Our next upcoming group cruise:

Guest book

Read what other dudes say about us, and why we receive a satisfaction score of 9.1!



News, pictures and videos of our adventures on the water. View the latest posts below or visit our blog.