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Plan your gay private charter with us in Croatia, the Greek IslandsCaribbean, or another location around the world.


We offer fully crewed gay and gay friendly, clothing optional, all-inclusive, private yacht charters for groups who want the boat to themselves.


Whether you prefer one of our standard itineraries or create a custom itinerary, we can build an amazing private sailing holiday retreat for you and your friends, we've got you covered.

Drop us a line and we can discuss what your ideal itinerary looks like.

Pride Sailing Holidays

Pride Sailing Holidays

Colin Snider


We had an amazing week with Pride Sailing Holidays! The trip was even better than expected mainly due to our incredible skipper and host who provided delicious meals, opportunities to help sail, swim stops in beautiful settings and excellent recommendations for activities and dining at every port. It was an unforgettable vacation and a unique experience that I would recommend to everyone.

Richard Holden


Back from a week with Jonny and Satya sailing from Dubrovnik to Split and had the best time!
Jonny and Satya were really welcoming and made the boat feel like home for the week. They were really helpful with recommendations for things to do onshore as well as places to eat, which were always great! I’d definitely recommend Pride Sailing Holidays to other groups looking for a sailing adventure where the flag is literally flown from the top of the mast!!

Lars Kindem


The men on this sailing holiday were extraordinary. Everyone was friendly, fun, fresh and oh so easy to like! These are the best gay guys, kind and generous, and inclusive. I am already booking with them for another sailing holiday. My Captain, Tim Ball is brilliant, I learned a lot from him and he ran a fun and professional ship. I appreciated being asked to help and that made the trip much more rewarding. My fellow holiday makers are some of finest men I have ever met.

Gay Sailing


The primary boats we run for our sailing holidays in Croatia are Beneteau Oceanis 48, which run full time and can be booked for a private charter.  We operate a full-time skipper and host / hostess on our Croatian sailing holidays and the boat can be booked on a Split to Dubrovnik one-way itinerary (or vice versa) for the ultimate 'tasting plate of Croatia' private charter.

The Oceanis 48 is an exceptional boat for a private charter in Croatia, as she has 4 x double cabins available, allowing up to 8 guests in cabins and an additional 2 in the saloon.  There are 2 master aft cabins and 2 forward cabins. The cockpit boasts the largest seating area on sailing boats in her class, giving you more room and comfort while sailing the Dalmatian coast, lounging and dining alfresco. The Oceanis 48 is spacious and a beautiful cruiser, perfect for your Croatian sailing holiday.

We operate a Lagoon 42 catamaran for our Greek Island private charter out of Lefkada in the Ionian Sea.  Our Greece sailing holidays are in the Ionian Sea for the calmest weather and for the most authentic Greek sailing holiday experience.

Whichever country or itinerary you want, we have the choice of over 100 boats to offer depending on your budget.

Privat Charter
Gay private charter


Join our flagship itinerary on a one-way Split to Dubrovnik (or vice versa) for the vacation of a lifetime, sailing from island to island in the beautiful Croatia.

Caribbean gay charter


We’ve picked Sicily for its steady winds, warm seas, and amazing marine life! It will be the perfect opportunity to explore a UNESCO lister on your own private yacht. Plus! Lots of Italian boys - y'know what that means? Lots of parties! 

Gay Private Charter Greece


Choose from our Athens, Mykonos or Ionian Sea itinerary. Each itinerary has it's own characteristics, depending on what you'd like your private charter to look like.

Sardinia Island hopping


A picturesque Mediterranean island known for pristine beaches, clear waters, and rich cultural heritage—an ideal destination for sailing enthusiasts and travelers seeking an unforgettable maritime adventure.

Caribbean gay charter


Join us in the British Virgin Islands for an exciting week, jam packed full of snorkeling, private beaches, treasure hunting with plenty of sunshine and cocktails.

Gay Private Charter


Whether you prefer another country or a lesbian, gay, bi, trans, LGBT+ or just a customized sailing holiday, get in touch and we can put something together to suit your brief.


Gay Sailing Holidays Private Charter

Pride Sailing in Turkey
private charter



Anytime, Anywhere

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