What Gay Events are Happening in Key West?
Key West hosts more LGBTQ+ events per capita than almost anywhere in the United States. Between major festivals, weekly parties, and nightly entertainment, there's always something happening.
Annual LGBTQ+ Events
- Woof Week Key West (April 21-26) — Spring bear event at Island House Key West, presented by Key West Bears
- Key West Pridefest (June 3-7) — Pride parade, street fair, pool parties, sunset cruises
- Tropical Heat (August 12-16) — All-male four-day festival with pool parties, themed dance events, and entertainment
- Womenfest (September 2-6) — One of the largest lesbian celebrations in the country with pool parties, comedy, live music, and water adventures
- Fantasy Fest (October 16-25) — Ten-day citywide costume festival with massive LGBTQ+ participation; the Headdress Ball is the signature gala event
- Key West Bear Weekend (October 28 - November 1) — Pool parties, Halloween Ball, boat cruises, and social events
Weekly & Recurring Events
- Sunday Tea Dance at La Te Da — Legendary outdoor dance party running since 1977
- Nightly drag shows at Aqua Bar and Nightclub — The Aquanettes perform two shows nightly (~9 PM and ~11 PM)
- Nightly cabaret at La Te Da Crystal Room — High-end drag and cabaret performances at 9 PM
- Nightly drag at 801 Bourbon Bar — 801 Cabaret shows starting at 9 PM
- Island House pool parties — Recurring events throughout 2026 (the resort's 50th anniversary year)
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