Events
It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.
Only-In-The-Keys Festivals & Events
There’s always something happening in the Florida Keys & Key West, from eclectic festivals focusing on the area’s colorful history, arts and notable cuisine to events that celebrate the Keys’ unique environment, underwater adventures and quirky ambiance.
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Key West
Fantasy Fest
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Each October, Fantasy Fest transforms Key West into a colorful celebration of costumes, creativity, music, and performance. The multi-day festival was...
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Key West
Shaun Cassidy UNWRAPPED: Songs & Stories For The Holidays
Thursday, December 10, 2026, at 8 p.m. Celebrate the season with Shaun Cassidy as he brings his new holiday show, UNWRAPPED: Songs & Stories For The...
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Key West
Holiday Concert & Bazaar
Friday, December 11, 2026, from 5 to 8 p.m. Celebrate the season during the Annual Holiday Concert & Bazaar at the Key West Museum of Art & History at...
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Key West
The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers
Saturday, December 12, 2026, at 8 p.m. Celebrate the music and legacy of Tom Petty when The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers...
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Key West
67th Annual Key West Home Tours
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December 29–30, 2026 | January 22–23, February 12–13 & March 12–13, 2027 1–4 p.m. | Key West Ever wandered through Key West and wondered what lies...
Key West
New Year's Eve Red Shoe Drop
Ring in the New Year, Key West-style, with one of the island’s most iconic and flamboyant celebrations — the Red Shoe Drop! As the clock counts down...
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Key West
The Restless Natives: Macon, Georgia's tribute to The Allman Brothers Band
Friday, January 1, 2027, at 8 p.m. Celebrate the music and legacy of The Allman Brothers Band when The Restless Natives bring the sound of Southern...
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Key West
For the Love of Country
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**January 5 through January 9, 2027**. Get ready to two-step your way into the new year as Red Barn favorite Christine Mild returns to Key West with...
