← Part of Key West Bear Weekend
Part of the Gay Key West Guide — bars, events & things to do.
Wednesday, October 28, 2026
A Key West classic — the cult Halloween movie screened poolside, watch-from-the-water style.
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Wed, Aug 12
12 PM - 11 PM
Key West
Tropical Heat 2026 — Key West's all-male summer party weekend, Aug 12–16. Pool parties, dance events, the best gay bars, and where to stay in paradise.
Wed, Aug 12
5 PM - 9 PM
Island House Key West, Key West
Cowboy Ken's PINK Pool Party kicks off Tropical Heat at the Island House in Key West. Wed Aug 12, 2026.
Fri, Aug 14
2 PM - 6 PM
Bourbon Street Pub, Key West
The Splash Pool Party at Bourbon St. Pub during Tropical Heat in Key West. Fri Aug 14, 2026.
Sat, Aug 15
2 PM - 6 PM
Island House Key West, Key West
The firefighter-themed Five-Alarm Pool Party at the Island House during Tropical Heat. Sat Aug 15, 2026.
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The complete LGBTQ+ guide to Key West — gay bars, Fantasy Fest, Pride, clothing-optional resorts, beaches, and everything you need to plan your trip to the Southernmost Point.
Robbie S.
October is Pride's last big wave and gay Halloween's first — Atlanta Pride, Fantasy Fest, Women's Week, and costume parties from WeHo to New Orleans. The best gay events in October.
Robbie S.Fantasy Fest takes over Key West October 16–25, 2026 — ten days of costumes, parades, and parties on a two-by-four-mile island. Here's the gay guide: the Pink Triangle, the pool parties, and how to do it right.
Robbie S.Everything you need for Tropical Heat 2026 — Key West's all-male, adults-only summer party weekend. Pool parties, dance events, the best gay bars, and where to stay.
Robbie S.
