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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The Lower Keys
Sugarloaf Showdown
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November 12–14, 2026. Cast a line for competition, camaraderie, and a great cause during the 13th Annual Lower Keys Guides Association Sugarloaf...
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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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Islamorada
Cheeca Lodge & Spa All-American Backcountry Tournament
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November 12–14, 2026. Experience two days of competitive sportfishing in the heart of the Florida Keys during the All-American Fishing Tournament at...
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The Lower Keys
Florida Keys Wildlife Society Lecture: Dr. Jason Downing
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Thursday, November 12, 2026, from 7 to 8 p.m. Explore the natural world of the Florida Keys during an evening lecture featuring Dr. Jason Downing of...
Islamorada
Crafts & Conservation at Green Turtle Hammock
Saturday, November 14, 2026, from 12:00 to 4:00 p.m. Florida Bay Forever turns its Green Turtle Hammock Nature Preserve into a four hour celebration...
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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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Islamorada
Guided Bird Walk at Green Turtle Hammock
Saturday, November 14, 2026, from 8:30 to 9:30 a.m. Start your morning discovering the birdlife of the Upper Keys during a guided bird walk at Green...
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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
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...
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Key West
Key West Film Festival
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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...
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Key West
RAMS HEAD PRESENTS: Marty Stuart and His Fabulous Superlatives
Experience an unforgettable evening of country music as Marty Stuart and His Fabulous Superlatives take the stage at the Key West Theater. A five-time...
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Key West
RAMS HEAD PRESENTS: DUSTY SLAY THE NEIGHBORHOOD GUY TOUR
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Get ready for a good time when Dusty Slay brings his unmistakable Southern humor and laid-back storytelling to the stage. Raised on Lot 8 of a mobile...
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Islamorada
Mote's 4th Annual Reef Revival Fest
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Friday, November 20, 2026, from 5 to 9 p.m. Celebrate coral science, restoration, and community during the 4th Annual Reef Revival Fest, a free...
Key West
Junk in the Trunk: Truman Waterfront Community Yard Sale
Saturday, November 21, 2026, from 8:00 a.m. to 1:00 p.m. Junk in the Trunk returns to Truman Waterfront Park for a straight ahead community yard sale...
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Tour de Keys Ride for a Cause
Saturday, November 21, 2026. Pedal through paradise for a purpose during Tour de Keys, a scenic charity cycling adventure that takes riders along the...
