Date(s): Nov 26–Dec 31, 2026Venue: Key West Holiday FestCategory: Holiday FestivalWebsite: https://keywestholidayfest.com/
35 events found.
Key West Event Calendar
Events
Calendar of Events
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13 events, |
13 events, |
15 events,Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Dec 3, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm Weekly Thursday tribute lunch show. Date(s): Dec 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 |
14 events,Date(s): Dec 4, 2026Venue: All Animal Clinic / Key West Holiday FestCategory: Holiday / FamilyWebsite: https://keywestholidayfest.com/ |
21 events,Date(s): Dec 5, 2026Venue: Wesley House Family ServicesCategory: Holiday / FamilyPhone: 305-809-5000Website: https://keywestholidayfest.com/ Date(s): Dec 5, 2026Venue: Historic Inns / Key West Holiday FestCategory: Holiday / TourWebsite: https://visitfloridakeys.com/plan-your-trip/plan-book/events/holidays-in-the-keys
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14 events,Date(s): Dec 6, 2026Venue: Key West Holiday FestCategory: Holiday / ParadeWebsite: https://keywestholidayfest.com/ |
14 events,Date(s): Dec 7, 2026Venue: The Studios of Key WestCategory: Holiday / ArtsPhone: 305-296-0458Website: https://tskw.org/eaton-street-christmas-stroll/ |
14 events,Date(s): Dec 8–23, 2026Venue: Old Town TrolleyCategory: Holiday / TourPhone: 855-623-8289Website: https://www.trolleytours.com/key-west/christmas-holiday-tours |
14 events, |
16 events,Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Dec 10, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm Weekly Thursday tribute lunch show. Date(s): Dec 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 |
14 events, |
16 events,Date(s): Dec 12, 2026Venue: Historic Inns / Key West Holiday FestCategory: Holiday / TourWebsite: https://visitfloridakeys.com/plan-your-trip/plan-book/events/holidays-in-the-keys Date(s): Dec 12, 2026Venue: Key West Art & Historical SocietyCategory: Holiday / Arts MarketPhone: 305-295-6616Website: https://www.kwahs.org/bazaar |
20 events,
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14 events, |
14 events, |
14 events, |
15 events,Recurring market date listed on Marketspread schedule for the Truman Waterfront market. Date(s): Dec 17, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm |
14 events, |
14 events, |
14 events, |
14 events, |
14 events, |
14 events, |
14 events,Weekly Thursday tribute lunch show. Date(s): Dec 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 |
13 events, |
13 events, |
13 events, |
13 events, |
13 events, |
13 events, |
22 events,Weekly Thursday tribute lunch show. Date(s): Dec 31, 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): Dec 31, 2026Venue: Key West Artisan MarketCategory: Market / ArtisanPhone: 305-731-3385Website: https://keysartisanmarket.com/farmersmarket.htm Date(s): Dec 31, 2026Venue: Bourbon St. PubCategory: Holiday / New Year's EveWebsite: https://visitfloridakeys.com/plan-your-trip/plan-book/events/red-shoe-drop
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7 events,Weekly Friday comedy-history show. Date(s): Jan 1, 2027 Venue: Comedy Key WestCategory: Comedy / History Phone: 305-985-7370 Website: https://visitfloridakeys.com/plan-your-trip/plan-book/events/hemingway-in-a-funny-way-at-comedy-key-west The Restless Natives: Macon Georgia’s tribute to The Allman Brothers Band at Key West Theater.
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The Restless Natives: Macon Georgia’s tribute to The Allman Brothers Band at Key West Theater.
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The Restless Natives: Macon Georgia’s tribute to The Allman Brothers Band at Key West Theater. |
6 events,Keller Williams Trio featuring Gibb Droll & Jason Hann at Key West Theater.
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Keller Williams Trio featuring Gibb Droll & Jason Hann at Key West Theater.
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Keller Williams Trio featuring Gibb Droll & Jason Hann at Key West Theater. |
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