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 Pride 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
REEF Fish out of Water 5K
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...
Summer Solstice Celebration
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...
Steve Earle - Solo & Acoustic at Key West Theater
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...
Ladies Tarpon Fly Tournament
The Ladies Tarpon Fly Tournament is a long-running invitational fly-fishing tournament celebrating women in saltwater angling in the Florida Keys...
CFK Swim Around Key West & Swim Meets
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...
Ladies Dolphin Tournament of the Florida Keys (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...
Sun Stories: Memory & Light in Key West with Eszter Sziksz (PEAR)
Reflect on your personal connection to place in this contemplative, hands-on workshop with artist Eszter Sziksz. Beginning with a guided discussion on...
Annual Dagger Dive & TLWH Community Event
Join us in the stunning Florida Keys for an unforgettable event supporting Task Force Dagger’s mission to assist wounded, ill, or injured U.S. Special...
Truman’s Tropical Fruit Festival
Join Truman’s Tropical Fruit Festival in Key West on Saturday, June 13, 2026, 9 AM–noon at the Harry S. Truman Little White House. Free admission...
City of Marathon Presents: Hot Havana Nights
Experience a lively evening of Latin music, dancing, and tropical fun at Hot Havana Nights in Marathon. Set along the waterfront, this festive event...
MarineLab Family Day: Invertebrate Diversity at Rodriguez Key
Join us for a family-friendly trip to Rodriguez Key to explore the amazing diversity of marine invertebrates! Snorkel the shallow waters around this...
63rd Annual Gold Cup Tarpon Tournament
Gold Cup Tarpon Tournament returns to Islamorada June 15–19, 2026, marking the 63rd anniversary of one of the world’s most prestigious fly-fishing...
Myth and Material with Wendell Smith (PEAR)
Monday & Tuesday, June 15 & 16, 11am – 3pm Explore mythology as a powerful source of creative inspiration in this interdisciplinary workshop with...
Science Fiction in Theatre with Gordon Dahlquist (PEAR)
Explore how speculative worlds come to life on stage in this imaginative workshop with playwright and novelist Gordon Dahlquist. Drawing inspiration...
Tom Arnold at Comedy Key West
June 18, 19, 20 Tom Arnold brings three nights of big laughs to Comedy Key West, June 18 through 20. An actor, writer, and stand-up comedian with a...