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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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
John Caparulo at Comedy Key West
May 28 - 31, 2026, May 29 - Jun 1, 2026, May 30 - Jun 2, 2026, May 31 - Jun 3, 2026
May 28, 29, 30, 31 John Caparulo brings four nights of razor-sharp stand-up to Comedy Key West, May 28 through 31. Known for his unmistakable...
Key Largo
Skippers Dolphin Tournament (2026)
May 29 - 31, 2026
Experience the excitement of Skippers Tournaments in the beautiful Florida Keys! Enjoy world-class fishing, live music, delicious food, and vibrant...
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Marathon
Indoor Rummage Sale at Kirk of the Keys
May 29, 2026, May 30, 2026
Friday, May 29th from 4:30pm - 7:00pm and Saturday May 30th from 8am - 1pm. Shop for a great cause at this Indoor Rummage Sale at 8877 Overseas Hwy in...
Key West
Key West Pride Follies at Key West Theater
May 30, 2026
Key West Pride presents the Key West Pride Follies on Saturday, May 30 at the Key West Theater. This lively variety show returns as a long-standing...
Islamorada
Green Turtle Comedy Club Presents Carl Rimi
May 30, 2026
Get ready to laugh at the Green Turtle Comedy Club Presents Carl Rimi, a one-of-a-kind pop-up comedy experience at the iconic Green Turtle Inn...
Islamorada
Don Hawley Tarpon Fly Tournament
Jun 1 - 5, 2026
Don Hawley Invitational Tarpon Fly Tournament returns to Islamorada June 1–5, 2026, continuing one of the Florida Keys’ most respected traditions in...
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...
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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...
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...
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...
