Events

Date(s): Sep 2–6, 2026Venue: Key West Business GuildCategory: Festival / LGBTQ+Phone: 800-535-7797Website: https://gaykeywestfl.com/womenfest/

Weekly Thursday tribute lunch show. Date(s): Sep 3, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Sep 3, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Date(s): Sep 3–7, 2026Venue: Just a Few Friends Key WestCategory: Festival / MusicPhone: 305-731-5780Website: https://www.justafewfriendskeywest.com/

Weekly Friday comedy-history show. Date(s): Sep 4, 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

Weekly Thursday tribute lunch show. Date(s): Sep 10, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Sep 10, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Friday comedy-history show. Date(s): Sep 11, 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

Weekly Thursday tribute lunch show. Date(s): Sep 17, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Sep 17, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Friday comedy-history show. Date(s): Sep 18, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Sep 24, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Thursday tribute lunch show. Date(s): Sep 24, 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): Sep 25, 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

Weekly Thursday tribute lunch show. Date(s): Oct 1, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Oct 1, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Friday comedy-history show. Date(s): Oct 2, 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): Oct 3, 2026Venue: Key West BrewFestCategory: Festival / BeerWebsite: https://keywestbrewfest.beer/home

Weekly Thursday tribute lunch show. Date(s): Oct 8, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Oct 8, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Friday comedy-history show. Date(s): Oct 9, 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

Weekly Thursday tribute lunch show. Date(s): Oct 15, 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

Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Oct 15, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm

Weekly Friday comedy-history show. Date(s): Oct 16, 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): Oct 16–25, 2026Venue: Fantasy FestCategory: Festival / CostumesPhone: 786-342-3340Website: https://fantasyfest.com/