Fantasy Fest 2026
Fantasy Fest 2026 This year's Fantasy Fest takes place from October 16-25 in Key West, Florida! About Fantasy Fest: Fantasy Fest is Key West's legendary [...]
9 events found.
Events
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The Lighting of the 21st Annual “Harbor Walk of Lights”
Wednesday, Nov. 25 – Free The Lighting of the 21st annual “Harbor Walk of Lights” at the Key West Historic Seaport Main Harbor Walk Lighting [...]
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21st Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Thursday, December 3 – FREE to Attend 6:00pm – 8:00pm 21st Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos [...]
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2026 Key West City Hometown Holiday Parade
Saturday, December 5 – FREE 2026 Key West City Hometown Holiday Parade Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then [...]
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Schooner Wharf Bar 2026 Tree Trimming Party and Toy Drive
jSchooner Wharf Bar 2026 Tree Trimming Party and Toy Drive Sunday, December 6 – FREE to Attend Schooner Wharf Bar 2026 Tree Trimming Party and [...]
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Schooner Wharf Bar & Galley and Absolute Vodka 35th Annual Key West Lighted Boat Parade 2026
Schooner Wharf Bar & Galley and Absolute Vodka 35th Annual Key West Lighted Boat Parade 2026 Life in Key West revolves around the water---so does [...]
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Schooner Appledore Lighted Boat Parade Party
Saturday, December 12 Schooner Appledore Lighted Boat Parade Party 7:30pm – 9:30pm Be a participant in the 2026 The Lighted Parade aboard the Schooner Appledore [...]
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Cocoa and Carols: Live Holiday Music Cruise Aboard Schooner America 2.0
Saturday, Dec. 19 – Thursday, Dec. 24 Cocoa and Carols: Live Holiday Music Cruise Aboard Schooner America 2.0 7:00 – 8:30pm and 1:30-3:00pm on select [...]
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Christmas Day Brunch Aboard Schooner America 2.0
Friday, December 25 Christmas Day Brunch Aboard Schooner America 2.0 10:00am – 12:30pm Enjoy Christmas morning the Key West way – sailing! This 2.5 hour [...]