Key West Fantasy Fest 2025
Key West Fantasy Fest 2025 - October 17-26, 2025! Fantasy Fest Background: Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in [...]
10 events found.
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Key West Powerboat Races – Race World OffShore
WAYS TO WATCH LIVE! Key West, FL – November 5th, 7th, & 9th, 2025 Race World Offshore is gearing up to deliver an unforgettable week [...]
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Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2025
At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.Wednesday, Nov. 26 – Free The Lighting of the 2025 “Harbor Walk of Lights” at the Key West Historic Seaport Main Harbor Walk Lighting at [...]
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20th Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Thursday, December 4 – FREE to attend 6:00pm – 8:00pm 2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]
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2025 Key West City “Hometown Holiday Parade”
Saturday, December 6 – FREE 2025 Key West City “Hometown Holiday Parade” Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then proceeds [...]
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Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
Sunday, December 7 – FREE to Attend Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive Starting at 6:00PM LOCATION: Schooner Wharf Bar and Galley [...]
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Schooner Appledore Lighted Boat Parade Party
Saturday, Dec. 13 Schooner Appledore Lighted Boat Parade Party 7:30pm – 9:30pm Be a participant in the 2025 The Lighted Parade aboard the Schooner Appledore [...]
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The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th. Key West’s Historic Seaport has been transformed [...]
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2025 “Holiday Classic Car Show” & Toy Drive
Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St.Sunday, December 21 The Florida Keys Southernmost Car Club presents 2025 “Holiday Classic Car Show” & Toy Drive FREE • 11:00am – 3:00pm LOCATION: Conch Republic [...]
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Lowering of the Pirate Wench at Midnight at Schooner Wharf Bar!
Lowering of the Pirate Wench at Midnight! LOCATION: Schooner Wharf Bar and Galley On the Harbor Walk of Lights at William St. Great Food, Holiday Drinks [...]