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
Jim Morris Tribute
Celebrate the music and enduring legacy of beloved Southwest Florida singer-songwriter Jim Morris with a special tribute performance by the Tropicool...
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Key West
Texas Trop Rock: Jerry Diaz, Dan Sullivan, Jonas Lorence Band
Get ready for a night of coastal sounds and laid-back energy as Texas Trop Rock brings Jerry Diaz, Dan Sullivan, and the Jonas Lorence Band together...
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Key West
Race World Offshore
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Feel the need for speed at the Race World Offshore Key West World Championship, when the turquoise waters surrounding Key West become the setting for...
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Key West
Catch the Mania Trivia
Every Monday in November 2026, November 2, 9, 16, 23 and 30, from 6:30 to 8:30 p.m. Put your trivia knowledge to the test during Catch the Mania...
Key West
Charcoal Portrait Drawing with Shannon Martin Perkins
Wednesdays, November 4, 11 and 18 and December 2, 2026, 5:00 to 7:00 PM. Learn fundamental portrait drawing techniques from local art instructor...
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Key West
Killer Prom: A Tubular Interactive Murder Mystery Comedy
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Step back into the ’80s for a totally tubular night of mystery, comedy, and audience participation when Gold Murder Presents Killer Prom: A Tubular...
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Key West
Bella Italia: Chef's Encore Dinner Series
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Friday, November 6, 2026, from 6 to 8 p.m. Savor the flavors of Italy during Bella Italia, the November edition of the Chef’s Encore Dinner Series at...
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Key West
First Fridays on Fleming
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Every first Friday of the month from 6 to 9 p.m., Fleming Street in Key West transforms into a lively celebration of island creativity, community, and...
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Key West
34th Annual Zonta ABC 5K & 10K Run/Walk
Saturday, November 7, 2026. Run or walk for an important local cause during the 34th Annual Zonta ABC 5K & 10K Run/Walk in Key West. ABC stands for...
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Key West
Rams Head Presents: The Ocean Blue
Step back into the shimmering sounds of alternative rock and indie pop as The Ocean Blue brings decades of melodic songwriting and fan favorites to...
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Key West
Bruce Cockburn & Livingston Taylor at Key West Theater
Experience an exceptional evening of songs, stories, and masterful musicianship as acclaimed singer-songwriters Bruce Cockburn and Livingston Taylor...
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Key West
Destroying David – Waterfront Playhouse (Spotlight Series)
November 12-14, 2026 Destroying David at Waterfront Playhouse launches the Spotlight Series with a thought-provoking and immersive theatrical...
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Key West
A Tribute to the Songs of Pete & Wayne
Key West Theater | 512 Eaton Street, Key West Celebrate the songs, stories, and unmistakable humor of a beloved Key West duo with A Tribute to the...
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Key West
Key West Oyster Fest
Saturday, November 14, 2026, from 5 to 10 p.m. Shuck, slurp, and celebrate at the inaugural Key West Oyster Fest, a new waterfront culinary...
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Key West
The Garcia Project
Sunday, November 15, 2026. Settle in for a soulful night of jams as The Garcia Project returns to the Key West Theater, presented by Rams Head...
