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
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
Bloom After Dark
Apr 11, 2026
A festive evening of music, dancing, and community comes together at this spring-inspired benefit hosted by Unity of the Keys at 1011 Virginia Street...
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...
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...
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
"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 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 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
Good Trees River Band Presents GTRB: Unplugged
Apr 12, 2026
Enjoy an intimate evening of live music at GTRB: Unplugged at the Key West Theater. Featuring Good Trees River Band, this special acoustic-style...
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 Largo
MarineLab Family Day: Fun in Florida Bay
Apr 12, 2026
Join us for a fun and educational afternoon exploring Florida Bay! Hop aboard our boats and learn about mangroves, seagrass habitats, and the animals...
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...
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...
