Date(s): May 10, 2026Venue: Tennessee Williams TheatreCategory: DancePhone: 305-296-1520Website: https://www.etix.com/ticket/p/31719458/threads-of-lovea-mothers-legacy-through-dance-key-west-tennessee-williams-theatre
Date(s): May 10, 2026Venue: Key West TheaterCategory: MusicPhone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1304993
Date(s): May 11, 2026Venue: Key West TheaterCategory: Pageant / LGBTQ+Phone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1408898
Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): May 14, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm
Weekly Thursday tribute lunch show. Date(s): May 14, 2026Venue: Comedy Key WestCategory: Music / Lunch ShowPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/burgers-buffet-tunes-a-tribute-show-at-comedy-key-west
Date(s): May 15, 2026Venue: Key West TheaterCategory: MusicPhone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1402575
Weekly Friday comedy-history show. Date(s): May 15, 2026Venue: Comedy Key WestCategory: Comedy / HistoryPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/hemingway-in-a-funny-way-at-comedy-key-west
Date(s): May 16–17, 2026Venue: Tennessee Williams TheatreCategory: DancePhone: 305-296-1520Website: https://www.etix.com/ticket/p/90215248/danceworks-23-key-west-tennessee-williams-theatre
Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): May 21, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm
Weekly Thursday tribute lunch show. Date(s): May 21, 2026Venue: Comedy Key WestCategory: Music / Lunch ShowPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/burgers-buffet-tunes-a-tribute-show-at-comedy-key-west
Weekly Friday comedy-history show. Date(s): May 22, 2026Venue: Comedy Key WestCategory: Comedy / HistoryPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/hemingway-in-a-funny-way-at-comedy-key-west
Date(s): May 24, 2026Venue: The Marker ResortCategory: Sports / CommunityWebsite: https://visitfloridakeys.com/plan-your-trip/plan-book/events/salute-to-service-5k-run-walk
Date(s): May 24, 2026Venue: Schooner Wharf BarCategory: Community / WaterfrontWebsite: https://schoonerwharf.com/
Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): May 28, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm
Weekly Thursday tribute lunch show. Date(s): May 28, 2026Venue: Comedy Key WestCategory: Music / Lunch ShowPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/burgers-buffet-tunes-a-tribute-show-at-comedy-key-west
Weekly Friday comedy-history show. Date(s): May 29, 2026Venue: Comedy Key WestCategory: Comedy / HistoryPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/hemingway-in-a-funny-way-at-comedy-key-west
Date(s): May 29, 2026Venue: Key West TheaterCategory: MusicPhone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1365444
Date(s): May 29, 2026Venue: Key West TheaterCategory: MusicPhone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1365441
Date(s): May 30, 2026Venue: Key West TheaterCategory: Theater / LGBTQ+Phone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1367967
Date(s): Jun 3–7, 2026Venue: Key West Business GuildCategory: Festival / LGBTQ+Phone: 800-535-7797Website: https://gaykeywestfl.com/pride/
Date(s): Jun 4, 2026Venue: The Studios of Key WestCategory: Arts / ExhibitPhone: 305-296-0458Website: https://tskw.org/mango-madness/
Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Jun 4, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm
Weekly Thursday tribute lunch show. Date(s): Jun 4, 2026Venue: Comedy Key WestCategory: Music / Lunch ShowPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/burgers-buffet-tunes-a-tribute-show-at-comedy-key-west
Weekly Friday comedy-history show. Date(s): Jun 5, 2026Venue: Comedy Key WestCategory: Comedy / HistoryPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/hemingway-in-a-funny-way-at-comedy-key-west
Date(s): Jun 5, 2026Venue: Key West TheaterCategory: Music / LGBTQ+Phone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1308373
