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

SAILORdudes organises active gay sailing holidays for sporty dudes, and takes you to various breath-taking cruising areas on our planet. 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! And if you are eager to improve your sailing skills (and have a break working on your tan ;-)) your skipper is more than happy to show how it is done.

On this site you find our Blog with lots of pictures, videos and more information about our trips. On page What To Expect we also share lots of pictures and explain what a holiday on board of our yachts is like. Parties that want a tailor-made sailing vacation can check out various beautiful sailing areas for some inspiration. Go ahead and see which type of cruise may suit you. Perhaps the videos below bring you in the right mood!

COVID-19 info: Check our new 2021 sailing cruises on the site. We have special booking terms to reduce your financial risks in case of travelling difficulties including FREE cancellation. Contact us for details!

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 fifteen 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

Check our featured cruise: GREECE | Ionian Sea | 24th July 2021

Gay nude sailing Greece Ionian Sea Lefkas

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.