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
Key West
Anne McKee Artists Fund Performance featuring Belle Jampol at Tennessee Williams Theater
Apr 4, 2026
Join us in Key West for an intimate, uplifting night with rising star Belle Jampol — a soulful mix of jazz, folk and roots. Experience heartfelt...
Key West
9th Annual Easter Egg Roll
Apr 4, 2026
Join the 9th Annual Easter Egg Roll at the Truman Little White House in Key West on April 4, 2026 (9–11AM). RSVP for the 9:30 or 10:30 egg hunts...
Key West
Puppy Pals, Live! at Tennessee Williams Theater
Apr 6, 2026
Part of the new Family Fun Series, which is designed to bring engaging and exciting performances for audiences of all ages to the Key West community...
Key West
RAMS HEAD PRESENTS: Crystal Gayle
Apr 7, 2026
Crystal Gayle brings her legendary voice and timeless songs to the Key West Theater for an unforgettable live performance. A Grammy Award–winning...
Key West
Mike Wiley at the American Legion Post 168
Apr 8 - 9, 2026
Mike Wiley brings Tired Souls and Breach of Peace to Key West—powerful solo plays about the Montgomery Bus Boycott and the Freedom Rides. April 8–9 at...
Featured
Key West
Waterfront Playhouse - Accomplice (Mainstage Series)
Apr 9, 2026, Apr 10, 2026, Apr 11, 2026, Apr 12, 2026, Apr 13, 2026, Apr 14, 2026, Apr 15, 2026, Apr 16, 2026, Apr 17, 2026, Apr 18, 2026, Apr 19, 2026
Apr 9, 2026 - Apr 18, 2026 A deliciously twisted comic thriller by Tony Award winner Rupert Holmes. Winner of the Edgar Award for Best Mystery Play...
Key West
Key West International Dance Company - "DARK NIGHT OF THE SOUL"
Apr 9 - 11, 2026
April 9, 10, 11, 15, 16, 17, 18, 22, 23, 24, 25 This is a rock ballet set to extraordinary music by Dan Krysa, set in 16th Century Spain. It tells the...
Marathon
7 Mile Bridge Run
Apr 11, 2026
Experience the iconic 7 Mile Bridge Run in the Florida Keys — 45th Annual on April 11, 2026 at 6:45 AM. Scenic 7‑mile course across the Overseas...
Key West
"Endless Summer" Fundraiser with Howard Livingston & friends at Tennessee Williams Theater
Apr 11, 2026
Escape to Key West for "Endless Summer"—a Trop Rock fundraiser with Howard Livingston & friends at the Tennessee Williams Theatre on April 11, 2026...
Key Largo
Key Largo Anglers Club Annual Offshore Tournament & Interclub Sailfish Challenge
Apr 11 - 12, 2026
Experience world-class fishing in the Florida Keys! Enjoy stunning ocean views, vibrant local culture, and the thrill of the catch. Plan your...
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...
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 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
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
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...
