Gay Sailing – British Virgin Islands – December 14-21, 2019 – Double Occupancy All-Inclusive   Typical Itinerary   Day 1 – Boarding starts any time after 2 pm, with a Pain Killer cocktail served up to wash away your travels!   Day 2 – Breakfast aboard followed by a full Read more [...]

Gay Sailing Holiday in Croatia   Join us for your exclusive gay island-hopping vacation. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches (where available) for your afternoon dip and escort you to the local restaurants, bars and clubs.   Your skipper and Read more [...]

Gay Sailing – Greek Islands – August 15-22, 2020 Double Occupancy All-Inclusive   Per cabin All-Inclusive (2 person occupancy) Price Includes: Accommodations for two, professional Captain and Host, all charter fees, provisions, food, beverages of your choice, and taxes for a 7 night gay sailing charter for two in the Read more [...]

A unique charming gay cruise one a small ship chartered for the third year in row exclusively for HolidayPride guests.   The lavishly designed deluxe vessel MS Apolon ***** with spacious en-suite cabins with private bathroom will be our home again for a week.   Cruise along the charming Croatian Read more [...]

Gay Sailing Week in the Aeolian islands!   This exclusive gay sailing adventure is an 8 day, 7 nights adventure stopping at islands and ports on the way where we can explore, sunbathe, swim, meet the locals, eat out and plenty more!   Our gay sailing yachts are modern with Read more [...]