Pride Sailing Holidays creates small-group gay sailing holidays designed for connection, freedom and unforgettable Mediterranean experiences. Whether you’re joining as a solo traveller, couple or group of friends, our hosted gay sailing trips combine stunning island itineraries, inclusive community, and professionally crewed yachts.

 

We specialise in cabin charters and private yacht charters across Croatia, Greece, Italy and Thailand. Each week blends relaxed daytime sailing, crystal-clear swim stops, vibrant port towns, and curated social experiences — from sunset drinks in Mykonos to beach parties in Hvar.