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
Coastline Exhibition Opening Reception at Jag Gallery
Apr 8, 2026
Celebrate the opening of Coastline, a collaborative exhibition by Adam Russell and Kelly Lever, at Jag Gallery in Key West. This highly anticipated...
Key West
Mike Wiley at the American Legion Post 168
Apr 8 - 9, 2026
Mike Wiley brings Tired Souls: King and the Montgomery Bus Boycott and Breach of Peace to Key West—powerful solo performances exploring pivotal...
Islamorada
A Criminal History of the Everglades: Thomas Lockyear
Apr 8, 2026
Join the Florida Keys History & Discovery Center for an engaging lecture, “A Criminal History of the Everglades,” presented by Thomas Lockyear, Museum...
Featured
Key West
Steve Rannazzisi at Comedy Key West
Apr 8 - 11, 2026, Apr 9 - 12, 2026, Apr 10 - 13, 2026, Apr 11 - 14, 2026
April 8, 9, 10 & 11, 2026 Get ready for four nights of nonstop laughs with Steve Rannazzisi at Comedy Key West! Known for his quick wit, sharp...
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...
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
Poetry On Fire: A Spoken Word Project for Teens
Apr 11, 2026
Ignite your voice and step into the energy of performance in Poetry on Fire with Cricket Desmarais, a dynamic, expressive workshop designed to help...
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...
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...
Featured
Key West
Soul Collage: Art for Everyone with Sharon DiGiulio
Apr 11, 2026, Apr 12, 2026
April 11, 12, 2026 Explore creativity and self-discovery in Soul Collage: Art for Everyone with Sharon DiGiulio at The Studios of Key West, a...
The Lower Keys
Wheel Thrown Dog Bowl Workshop
Apr 11, 2026
Join Key Clay Space for a hands-on Wheel-Thrown Dog Bowl workshop where participants ages 16 and up can learn the basics of pottery while creating a...
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
Vintage Dive Day at the History of Diving Museum
Apr 11, 2026
Join the History of Diving Museum and NAUI for the annual Vintage Dive Day at 51 Shoreland Drive in Key Largo, where certified divers will enter the...
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...
