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
Keith Sykes at Key West Theater
Apr 3, 2026
Experience an unforgettable island evening with legendary troubadour Keith Sykes at Key West Theater on April 3, 2026. Enjoy storytelling, timeless...
Key West
First Look Staged Reading series at The Studios - My Maria by Andrew Russell Directed by Morgan Green
Apr 3 - 4, 2026
MY MARIA - Andrew Russell's daring, genre-shifting play arrives in Key West: a romantic-comedy turned surreal thriller and then a raw, human drama...
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
2nd Annual Key West Minster Dog Show hosted by DJ Sanaris
Apr 4, 2026
The 2nd Annual Key West Minster Dog Show returns on Saturday, April 4, 2026, from 11 AM to 3 PM at Sunset Pier, benefiting the Florida Keys SPCA...
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...
Islamorada
28th Afro Roots Fest
Apr 4, 2026
Enjoy a full day and evening of global roots music in Islamorada! Percussion and instrument-building workshops take place from noon to 4 p.m...
The Lower Keys
Rooster Ceramic Planter Workshop
Apr 4, 2026
Get creative in a fun, social setting as you craft your own charming rooster-shaped ceramic planter using hand-building techniques. In this guided...
Featured
Key West
Lighting the Fire to Write with Cricket Desmarais
Apr 5, 2026, Apr 12, 2026, Apr 19, 2026, Apr 26, 2026
April 5, April 12, April 19, April 26 Reignite your creativity in this welcoming Sunday morning writing series led by local writer and poet Cricket...
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...
Featured
Key Largo
Key Largo Artisans Market
Apr 7, 2026
First Tuesday of the month through April Discover the vibrant Key Largo Artisans Market in the Florida Keys! Enjoy unique local art, handmade crafts...
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: 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...
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...
