← Part of Fantasy Fest Key West
Part of the Gay Key West Guide — bars, events & things to do.
Saturday, October 24, 2026
Island House Key West, Key West
Island House — the largest gay men's clothing-optional resort in Key West — throws its legendary pool parties day and night throughout Fantasy Fest. The center of the gay-men's scene on the island. Resort guests + ticketed day passes.
Have feedback on this description? Let us knowDrag brunches, circuit nights & every party worth knowing in Key West — in your inbox every week.
Fri, Oct 16
12 PM - 12 AM
Duval Street & Old Town, Key West
Fantasy Fest 2026 in Key West — the island's wild 10-day costume and party festival, the best events and gay bars, and where to stay.
Sun, Oct 18
4 PM - 7 PM
Old Town, Key West
Thu, Oct 22
10 PM - 3 AM
Bourbon Street Pub, Key West
Fri, Oct 23
8 PM - 11 PM
Key West Cemetery → Equator Resort, Key West
Sat, Oct 24
7 PM - 11 PM
Duval Street, Key West
Sat, Oct 24
8 PM - 12 AM
Aqua Bar and Nightclub, Key West
Let people know you're going, see who else is attending, and share the event with friends.
Bears take the southernmost tip of the U.S. for a long Halloween weekend. Here's the plan.
Robbie S.
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.
Your guide to the best gay beaches in Florida — the top LGBTQ+ sands from Miami to Key West, what to expect at each, and where to stay nearby.
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.