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
Featured
Key West
Key Lime Festival
Jul 1 - 5, 2026
The Key Lime Festival is a vibrant, multi-day celebration held each summer in Key West, Florida, honoring the island’s signature citrus and quirky...
Featured
Key West
America's 250th Anniversary of the Declaration of Independence Cookout
Jul 3, 2026
Join a free, family-friendly cookout on the lawn of the Truman Little White House in Key West to celebrate America’s 250th! Enjoy BBQ, a cash bar, and...
Key West
Bertha: Grateful Drag at Key West theater
Jun 5, 2026
Join BERTHA: GRATEFUL DRAG — an all-star, queer and allied East Nashville tribute band in wigs and full face, fronted by a harmony trio and backed by...
The Lower Keys
Lower Keys Chamber of Commerce 33rd Annual Dolphin Tournament (2026)
Jun 5 - 7, 2026
Get ready for the 2026 Dolphin Tournament in the Lower Keys — a fishing event open to anglers of all levels targeting prized dolphin (mahi-mahi)! The...
Featured
Key West
Billy Anderson at Comedy Key West
Jun 5, 2026, Jun 6, 2026
June 5 & 6 at 8:30 PM (Doors open at 7:30 PM) Please join us in welcoming Billy Anderson back to Comedy Key West. Billy is a stand-up comedian...
Key West
Way Gay 5K
Jun 6, 2026
Lace up and show up for the Way Gay 5K in Key West on Saturday, June 6 from 8–11 AM—a Pride celebration that’s all about fun, flair, and fabulous...
Key West
International Ocean Film Festival (Florida Keys Viewing)
Jun 6, 2026
Experience an inspiring evening of storytelling and ocean conservation at the International Ocean Film Festival (Florida Keys Viewing) in Key West...
Key West
Gateway Show with Billy Anderson
Jun 7, 2026
The Gateway Show has a simple premise: stand-up comedians take to the stage sober to deliver their best material, then return after taking a break to...
Key Largo
World Oceans Day Shoreline Clean-up
Jun 7, 2026
Join Divers Direct on Sunday, June 7, at Dagny Johnson Key Largo Hammock Botanical State Park for a World Oceans Day shoreline clean-up focused on...
Featured
Islamorada
REEF Fish out of Water 5K
Jun 7, 2026, Jun 8, 2026, Jun 9, 2026, Jun 10, 2026, Jun 11, 2026, Jun 12, 2026, Jun 13, 2026
June 7–13, 2026 The REEF Fish Out of Water Virtual 5K is a global, community-driven event that brings ocean lovers together to support marine...
Key West
Comedy Key West Presents: Kyle Kinane & Matt Braunger
Jun 8, 2026
Catch an incredible night of stand-up as Kyle Kinane and Matt Braunger bring their signature styles to Comedy Key West for one unforgettable show...
Key West
Summer Solstice Celebration
Jun 8 - 21, 2026
Join us at Mallory Square for the annual Summer Solstice Celebration—a vibrant, nightly festival leading up to the longest day of the year! Enjoy live...
Key West
Steve Earle - Solo & Acoustic at Key West Theater
Jun 9, 2026
Experience GRAMMY-winning Americana legend Steve Earle—solo & acoustic—at Key West Theater (512 Eaton St) on June 9, 2026. An intimate island-night of...
Islamorada
Ladies Tarpon Fly Tournament
Jun 9 - 11, 2026
The Ladies Tarpon Fly Tournament is a long-running invitational fly-fishing tournament celebrating women in saltwater angling in the Florida Keys...
Key West
CFK Swim Around Key West & Swim Meets
Jun 12 - 14, 2026
Dive into adventure at the Swim Around Key West! Experience the thrill of a 12.5-mile open-water swim in the stunning turquoise waters of the Florida...
Key West
Sun Stories: Memory & Light in Key West with Eszter Sziksz (PEAR)
Jun 12, 2026
Reflect on your personal connection to place in this contemplative, hands-on workshop with artist Eszter Sziksz. Beginning with a guided discussion on...
Islamorada
Ladies Dolphin Tournament of the Florida Keys (2026)
Jun 12 - 13, 2026
It’s time for ladies to grab their rods, rally their crew, and get ready for some friendly, competitive fishing with a purpose. Hosted by the Florida...
