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.
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Featured
Key West
Key West Pride 2026
Jun 3 - 7, 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
Featured
Key West
Dan Soder at Comedy Key West
Jun 1 - 2, 2026, Jun 2 - 3, 2026
June 1 & 2 Dan Soder takes the stage at Comedy Key West for two nights of sharp, high-energy stand-up on June 1 and 2. A New York City–based comedian...
Key Largo
Coralpalooza 2026
Jun 4 - 6, 2026
Join Coralpalooza in the Florida Keys for a hands‑on World Oceans Day celebration—three days of reef restoration where leisure travelers join half‑day...
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...
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...
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
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...
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
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...
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...
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...
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...
Marathon
City of Marathon Presents: Hot Havana Nights
Jun 13, 2026
Experience a lively evening of Latin music, dancing, and tropical fun at Hot Havana Nights in Marathon. Set along the waterfront, this festive event...
Key West
Truman’s Tropical Fruit Festival
Jun 13, 2026
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...
Key West
Annual Dagger Dive & TLWH Community Event
Jun 13 - 21, 2026
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...
Key Largo
MarineLab Family Day: Invertebrate Diversity at Rodriguez Key
Jun 14, 2026
Join us for a family-friendly trip to Rodriguez Key to explore the amazing diversity of marine invertebrates! Snorkel the shallow waters around this...
