10 gay venues · 12 gay-friendly venues · 2 upcoming events
Key West is one of America's most iconic LGBTQ+ destinations, with a long history as a queer paradise at the southernmost tip of the United States. With legendary Duval Street nightlife, clothing-optional guesthouses, and a famously free-spirited island culture, Key West has been welcoming LGBTQ+ travelers for decades.
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Bears take the southernmost tip of the U.S. for a long Halloween weekend. Here's the plan.

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.

Florida's gay resorts are spread across five cities with very different styles. Here is the statewide picture: which cities have clothing-optional men's resorts, which have gay hotels anyone can book, what each one's own site says it costs, and where to go deeper.

Key West is down to four gay-owned or gay-centered places to stay after Equator Resort closed in January 2025: two clothing-optional men's resorts, one adults-only guesthouse that welcomes everyone, and the hotel that shares its grounds with a nightly drag cabaret and the Sunday Tea Dance. Here is what each one's own site says about who can stay, where clothing is optional, what it costs and which weekends carry minimum stays.

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.

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.
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