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.
See Some Shenanigans
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Key West
Mile 0 Fest
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Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
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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 her...
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Key West
Blanche & Beyond – Waterfront Playhouse (Spotlight Series)
January 7-9, 2027 Blanche & Beyond at Waterfront Playhouse continues the Spotlight Series with an intimate and insightful look into the life and work...
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Key West
Analogous: Old Cameras. New Work. Exhibit Opening
Celebrate the opening of Analogous: Old Cameras. New Work., a collaborative exhibition by Key West photographers Michael Marrero and Mark Hedden at...
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Key West
Back in Time Fundraiser – Key ‘Wild’ West
Step into the spirit of the frontier at the Key West Art & Historical Society’s annual Back in Time fundraiser, where this year’s Key ‘Wild’ West...
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Key West
Dracula: A Comedy of Terrors
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January 19 through February 20, 2027. Sink your teeth into the funniest, campiest night of theater in Key West as the Red Barn Theatre presents...
Key West
Rams Head Presents: Bumpin Uglies 2027 Tour
Sunday, January 24, 2027, at 8:00 p.m. Rams Head Presents brings Bumpin Uglies to the Key West Theater on the band’s 2027 tour. Key West is the...
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Key West
The Jayhawks
Monday, January 25, 2027. Get ready for a legendary night of Americana at the Key West Theater! Pioneering alt-country and country-rock band The...
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Key West
Unnecessary Farce at Waterfront Playhouse
January 28 - February 6, 2027 Unnecessary Farce at Waterfront Playhouse is a fast-paced comedy packed with chaos, confusion, and perfectly timed humor...
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Key West
Share the Love Keyswide Online Auction
Share the love and support Keys families! From February 3 to 13, 2027, Wesley House Family Services hosts its beloved Keyswide Online Auction, a...
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Key West
The Massacoustics at the Key West Theater
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February 3–4, 2027 | 8:00 PM Enjoy two nights of live music with The Massacoustics at the Key West Theater. Formed by brothers Andrew and Matthew...
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Key West
Call Me Elizabeth – Waterfront Playhouse (Spotlight Series)
February 11-13, 2027 Call Me Elizabeth at Waterfront Playhouse continues the Spotlight Series with an intimate solo performance centered on the life...
