Key West Bear Weekend 2026

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Key West Bear Weekend returns for 2026! Grab your friends and come back to the friendliest bear event ever in the beautiful paradise island of Key West. The schedule, as always, offers something for everyone, from pool parties to party nights, with a Halloween Ball and a MANDATORY jockstrap party, plus firemen pool party and Rocky Horror Picture Show dive-in movie. New for 2026, we have added a raft of new daytime activities including bear yoga, a craft cocktail tour and clothing option boat cruises to add even more fun to the weekend (craft cocktail tour is an add-on available at checkout, BluQ bears cruises must be booked separately here). For the full schedule head to: keywestbearweekend.com/events Your Key West Bear Weekend All Access Pass gets you: Entry to all official Key West Bear Weekend events - including pool parties and night time parties Daily access to the Island House Key West Resort guest facilities including pool, gym, hot tubs, sauna and legendary play room! Discounts at select shops, bars and restaurants around Key West $150 Early Bird Rate ended May 31st, full price $175.