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 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
Doug Benson at Comedy Key West
May 1 - 2, 2026, May 2 - 3, 2026
May 1–2, 2026 Doug Benson brings two days of nationally recognized stand-up comedy to Comedy Key West. A legendary comedian, actor, and podcast host...
Key West
Talk Derby to Me! at The Gardens Hotel
May 2, 2026
Celebrate the Kentucky Derby in style at “Talk Derby to Me!” at The Gardens Hotel in Key West on Saturday, May 2 from 5:30–7:30 p.m. This lively...
The Lower Keys
Lower Keys Rotary Derby Day Roundup
May 2, 2026
Experience the best of the Florida Keys at the Lower Keys Rotary’s signature event! Enjoy live music, delicious local food, unique vendors, and family...
Featured
Marathon
Keys Together Spring Festival
May 2, 2026
Join us for a celebration of our island communities at Oceanfront Park in Marathon, from 11am-6pm. This family-friendly event will have live music...
Marathon
XGLOsive Pickleball Party & Play
May 2, 2026
Experience a high-energy GLO Pickleball Party at Hawks Cay Resort on Duck Key, where the courts come alive under the lights for a fun, social night of...
Key West
One Night of Queen at Tennessee Williams Theater
May 2, 2026
One Night of Queen is a touring 2-hour stage show, paying tribute to the stage theatrics and music of Queen. It is performed by Gary Mullen & The...
Key West
3rd Annual Run for Rhonda
May 3, 2026
Join the 3rd Annual Run for Rhonda, a fun and energetic community event celebrating fitness, friendship, and giving back. This family-friendly race...
Key West
Miss Island Queen Cornhole Classic Charity Tournament
May 3, 2026
Grab a partner and join the fun at the Miss Island Queen Cornhole Classic Charity Tournament, a lively afternoon of friendly competition, drinks, and...
Key West
One Night of Queen at Tennessee Williams Theater
May 3, 2026
One Night of Queen: a 2-hour, high-energy tribute starring Freddie Mercury impersonator Gary Mullen & The Works. Relive Queen’s iconic hits and...
Featured
The Most Florida Keys Proclamation Ever: Stars, Stripes & Saltwater
May 4, 2026
Join us in Big Pine Key for a one-of-a-kind community celebration kicking off National Travel & Tourism Week and America 250! On Monday, May 4 from 11...
Marathon
Margaritas for Mutts
May 5, 2026
Celebrate Cinco de Mayo in the Florida Keys with a tail-wagging twist at Margaritas for Mutts, a fun-filled, dog-friendly event at Dockside Boot Key...
Key West
Community Foundation of the Florida Keys Annual Meeting & 30th Anniversary Celebration
May 6, 2026
This year, the Community Foundation of the Florida Keys celebrates 30 years of connecting people, resources, and needs through philanthropy. For three...
The Lower Keys
Underwater Photography Gallery Reception
May 6, 2026
Join the Underwater Photography Gallery Reception on Wednesday, May 6 from 5–7 p.m. at the Underwater Photography Gallery in Cudjoe Key. This free...
Featured
Key West
Eddie Gossling at Comedy Key West
May 6 - 9, 2026, May 7 - 10, 2026, May 8 - 11, 2026, May 9 - 12, 2026
May 6, 7, 8, 9 Eddie Gossling brings four nights of seasoned, high-energy stand-up to Comedy Key West, May 6 through 9. A comedy veteran with more...
