← Part of Key West Bear Weekend
Part of the Gay Key West Guide — bars, events & things to do.
Thursday, October 29, 2026
The second Bear Soup pool afternoon of Key West Bear Weekend at Island House, swimsuits optional. Included with the KWBW pass, or $50 for an Island House day pass.
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Fri, Oct 23
10 PM - 2 AM
Island House Key West, Key West
Sun, Oct 25
12 PM - 4 PM
Island House Key West, Key West
Wed, Oct 28
12 PM - 5 PM
Island House Key West, Key West
The opening pool party of Key West Bear Weekend 2026 at the Island House.
Wed, Oct 28
8:30 PM - 10:30 PM
Island House Key West, Key West
The poolside Rocky Horror dive-in movie at Key West Bear Weekend 2026.
Fri, Oct 30
2 PM - 6 PM
Island House Key West, Key West
A themed clothing-optional pool party at Key West Bear Weekend 2026.
Sat, Oct 31
2 PM - 6 PM
Island House Key West, Key West
Let people know you're going, see who else is attending, and share the event with friends.
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