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 Largo Anglers Club Annual Offshore Tournament & Interclub Sailfish Challenge
Experience world-class fishing in the Florida Keys! Enjoy stunning ocean views, vibrant local culture, and the thrill of the catch. Plan your...
Good Trees River Band Presents GTRB: Unplugged
Enjoy an intimate evening of live music at GTRB: Unplugged at the Key West Theater. Featuring Good Trees River Band, this special acoustic-style...
Truman Music Series: Key West Jazz Society Presents: The Heart Starters
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...
MarineLab Family Day: Fun in Florida Bay
Join us for a fun and educational afternoon exploring Florida Bay! Hop aboard our boats and learn about mangroves, seagrass habitats, and the animals...
Gabrielle Stravelli: Spotlight…Encore! Curated by Randy Roberts
Award-winning jazz vocalist Gabrielle Stravelli joins acclaimed pianist and singer Billy Stritch, along with special guest Randy Roberts, for an...
Donavon Frankenreiter: Ask Me Anything Tour w/ Iris and The Shade at Key West Theater
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...
Sheriff’s Animal Farm Open House
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...
Gastor Almonte at Comedy Key West
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...
REEF Fish & Friends: Everglades Restoration
Join REEF Fish & Friends for an evening exploring Everglades restoration and its role in strengthening resilience from South Florida’s headwaters to...
The Shark Is Broken at Fringe Theater
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...
Jillian Todd: A Celebration of the Music of Joni Mitchell
Join acclaimed singer and guitarist Jillian Todd for an unforgettable evening honoring the timeless music of Joni Mitchell. Set in the intimate...
Key West International Dance Company - "DARK NIGHT OF THE SOUL"
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...
Amos Gill at Comedy Key West
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...
Imagine a Dragon – A New Musical
Step into a whimsical world of adventure and imagination with Imagine a Dragon, a family-friendly musical presented by students of Sigsbee Charter...
Truman Literary Series - "Unusual for Their Time" a Presentation by Andrew Och
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...