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  • A Rock Sails By

    Date(s): Apr 21–25, 2026Venue: Red Barn TheatreCategory: TheaterPhone: 305-296-9911Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/a-rock-sails-by-at-red-barn-theater

  • Conch Republic Independence Celebration

    Festival began Apr 17, 2026; included here because it overlaps the requested date range. Date(s): Apr 21–26, 2026 Venue: Conch Republic / Key West Category: Festival Phone: 305-296-0213 Website: https://conchrepublic.com/

  • Earth Day with Reef Relief

    Date(s): Apr 22, 2026Venue: Reef ReliefCategory: Environment / FestivalPhone: 305-294-3100Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/earth-day-with-reef-relief

  • Tony V at Comedy Key West

    Date(s): Apr 22–25, 2026Venue: Comedy Key WestCategory: ComedyPhone: 305-985-7370Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/tony-v-at-comedy-key-west

  • Dark Night of the Soul

    Date(s): Apr 22–25, 2026Venue: Key West International Dance CompanyCategory: Dance / TheaterWebsite: https://visitfloridakeys.com/plan-your-trip/plan-book/events/key-west-international-dance-company-dark-night-of-the-soul-1

  • Art from the Attic: Art Show and Sale

    Arts & cultural listing notes public reception on Apr 22 and sale dates through May 8. Date(s): Apr 22–May 8, 2026Venue: Key West Woman's Club / McKee FundCategory: Arts / SaleWebsite: https://www.mckeefund.org/attic

  • Key West Farmers Market at Truman Waterfront

    Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Apr 23, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

  • Burgers & Buffet Tunes

    Weekly Thursday tribute lunch show. Date(s): Apr 23, 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

  • Follow The Rabbit (9 PM)

    Date(s): Apr 24, 2026Venue: Key West TheaterCategory: MusicPhone: 305-985-0433Website: https://thekeywesttheater.com/e/?event=1365444