← Part of Fantasy Fest Key West
Part of the Gay Key West Guide — bars, events & things to do.

Friday, October 23, 2026
Island House turns its upstairs moondeck into a men-only Fantasy Fest play party with low lights, deep house and a jumbo screen. Admission is $60 at the door and includes a first drink, locker, towels and resort access until 4am.
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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.

Thu, Oct 29
2 PM - 6 PM
Island House Key West, Key West

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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