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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Featured
Key West
Key West Pride 2026
Jun 3 - 7, 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
Key West
Gabrielle Stravelli: Spotlight…Encore! Curated by Randy Roberts
Apr 12, 2026
Award-winning jazz vocalist Gabrielle Stravelli joins acclaimed pianist and singer Billy Stritch, along with special guest Randy Roberts, for an...
Key West
Donavon Frankenreiter: Ask Me Anything Tour w/ Iris and The Shade at Key West Theater
Apr 12, 2026
Experience Donavon Frankenreiter live in Key West on April 12 at the Key West Theater. This intimate, seated "Ask Me Anything" show lets you ask...
Key West
Truman Music Series: Key West Jazz Society Presents: The Heart Starters
Apr 12, 2026
Swing back to Truman’s Key West on April 12, 2026: The Heart-Starters perform a Truman‑era tribute on the Truman Little White House North Lawn. Gates...
Featured
Key West
Sheriff’s Animal Farm Open House
Apr 12, 2026, May 10, 2026, Jun 14, 2026, Jul 12, 2026, Aug 9, 2026, Sep 13, 2026, Oct 11, 2026, Nov 8, 2026, Dec 13, 2026, Jan 10, 2027, Feb 14, 2027, Mar 14, 2027, Apr 26, 2026, May 24, 2026, Jun 28, 2026, Jul 26, 2026, Aug 23, 2026, Sep 27, 2026, Oct 25, 2026, Nov 22, 2026, Dec 27, 2026, Jan 24, 2027, Feb 28, 2027, Mar 28, 2027
The second and fourth Sunday of each month from 1 PM to 3 PM Visit the family-friendly Monroe County Sheriff’s Animal Farm, open the second and fourth...
Featured
Key West
Gastor Almonte at Comedy Key West
Apr 13 - 14, 2026, Apr 14 - 15, 2026
April 13 & 14, 2026 Catch Gastor Almonte live at Comedy Key West for two nights of sharp, thoughtful stand-up on April 13 and 14. A Dominican American...
Key Largo
REEF Fish & Friends: Everglades Restoration
Apr 14, 2026
Join REEF Fish & Friends for an evening exploring Everglades restoration and its role in strengthening resilience from South Florida’s headwaters to...
Key West
Jillian Todd: A Celebration of the Music of Joni Mitchell
Apr 15, 2026
Join acclaimed singer and guitarist Jillian Todd for an unforgettable evening honoring the timeless music of Joni Mitchell. Set in the intimate...
Featured
Key West
The Shark Is Broken at Fringe Theater
Apr 15, 2026, Apr 16, 2026, Apr 17, 2026, Apr 18, 2026, Apr 19, 2026, Apr 20, 2026, Apr 21, 2026, Apr 22, 2026, Apr 23, 2026, Apr 24, 2026, Apr 25, 2026
Closing the season April 15–25, Fringe presents The Shark Is Broken by Ian Shaw and Joseph Nixon — a hilariously sharp behind-the-scenes look at the...
Key West
Key West International Dance Company - "DARK NIGHT OF THE SOUL"
Apr 15, 2026
This is a rock ballet set to extraordinary music by Dan Krysa, set in 16th Century Spain. It tells the story of St John of the Cross - his crises of...
Featured
Key West
Amos Gill at Comedy Key West
Apr 15 - 18, 2026, Apr 16 - 19, 2026, Apr 17 - 20, 2026, Apr 18 - 21, 2026
April 15, 16, 17, 18 Don’t miss four nights of international comedy with Amos Gill at Comedy Key West, April 15 through 18. One of Australia’s most...
Marathon
Marathon Premier Sailfish Tournament (2026)
Apr 16 - 18, 2026
Experience the thrill of the Marathon Premier Sailfish Tournament in the beautiful Florida Keys! Join fellow anglers for world-class fishing, exciting...
Featured
Marathon
WAIT UNTIL DARK at Marathon Community Theater
Apr 16 - 19, 2026, Apr 17 - 20, 2026, Apr 18 - 21, 2026, Apr 19, 2026, Apr 23, 2025, Apr 24, 2025, Apr 25, 2025, Apr 30, 2025, May 1, 2025, May 2, 2025
APRIL 16, 17, 18 @8:00PM APRIL 19 @ 3:00PM - SUNDAY MATINEE APRIL 23, 24, 25 @ 8:00PM APRIL 26 @ 3:00PM -SUNDAY MATINEE APRIL 30, MAY 1 & 2 @ 8:00PM...
Key West
Truman Literary Series - "Unusual for Their Time" a Presentation by Andrew Och
Apr 16, 2026
Join the Truman Literary Series in Key West for 'Unusual for Their Time'—an evening with award-winning producer and author Andrew Och as he brings the...
Key Largo
Key Largo Anglers Club Annual Flats Tournament
Apr 16 - 18, 2026
Experience world-class fishing in the Florida Keys! Whether you’re an angler or a spectator, the Keys offer unforgettable adventures, vibrant local...
Key West
Salty Dawgs Key West Fishing Rodeo
Apr 16 - 18, 2026
Join The Salty Dawgs for their first-ever Fishing Rodeo in Key West, bringing together anglers, teams, and ocean enthusiasts for multiple days of...
