Child joyfully interacting with a dolphin in the water.

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.

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Key West

RAMS HEAD PRESENTS: THE WHEELAND BROTHERS

Nov 8, 2025

Experience the magic of live music in paradise! Join us at Key West Theater for an unforgettable night with The Wallflowers on October 18, 2024. Enjoy...

Key West

Tails on the Trails

Nov 8, 2025

Join the fun at "Tails on the Trails" at the Key West Tropical Forest & Botanical Garden! Enjoy a day of nature, local vendors, and pet-friendly...

The Lower Keys

Boondocks Grill First Annual Fall Festival

Nov 8, 2025

Fall is in the air at Boondocks! Join us on Saturday, November 8th from 11 AM – 3 PM for our FALL FESTIVAL — a Saturday Farmers’ Market packed with...

Key West

Southernmost Youth Orchestra Concert at The Studios of Key West

Nov 9, 2025

Experience the magic of the Southernmost Youth Orchestra! Join us for an inspiring performance by a talented group of young local string musicians...

The Lower Keys

Mini Golf Tournament: Putting for Homes

Nov 9, 2025

Putt for a purpose at the Mini Golf Tournament: Putting for Homes on Sunday, November 9, 2025, from 12:30 p.m. to 3:30 p.m. at Boondocks Grille, Draft...

Key West

Gallery on Greene and The Studios of Key West Present: Cuban Art Tours

Nov 10 - 14, 2025

Would you like to visit the most cutting edge artist studios in Cuba? Have a private opportunity to meet with top internationally recognized museum...

Key West

An Evening in Conversation with Kenny Chesney at Tennessee Williams Theater

Nov 10, 2025

Kenny Chesney went from outside the Knoxville city limits, playing sports and loving music to being elected to the Country Music Hall of Fame...

Key West

72 Hour Film Challenge! at Williams Hall

Nov 11, 2025

Join us for the premiere screening of the 72 Hour Film Challenge—where creativity, caffeine, and chaos collide. Local filmmakers had just three days...

Key West

Rams Head Presents: Elton Dan & The Rocket Band

Nov 12, 2025

Experience the magic of Elton John’s greatest hits with Elton Dan & The Rocket Band at Rams Head in Key West! Enjoy an unforgettable night of music...

Key West

Steve Bjork at Comedy Key West

Nov 12 - 15, 2025

November 12, 13, 14, 15 The Boston Globe recently described Steve Bjork as “one of the top names” in New England stand-up comedy. He’s come a long way...

Key West

Vicki & Laurie - Cabaret at Tennessee Williams Theater

Nov 13, 2025

Still threatening their own brand of trouble, Laurie Breakwell and Vicki Roush storm the Tennessee Williams Cabaret with bold, brassy, and bossy songs...

The Lower Keys

Sugarloaf Showdown

Nov 13 - 15, 2025

The 12th Annual Sugarloaf Showdown, hosted by the Lower Keys Guides Association (LKGA), returns to Sugarloaf Key, November 13–15, 2025, bringing...

Key West

Fooling Buddha

Nov 13, 2025


A witty and magical coming-of-age story about the first “American Buddhist” kid on the block in the 1970s. Combining masterful storytelling with...

Key Largo

Old Highway Run/Walk

Nov 15, 2025

Experience the charm of the Florida Keys at the Old Highway Run! Enjoy scenic ocean views, historic bridges, and vibrant local culture as you run...

Key West

Kaleidoscopia

Nov 15, 2025

Experience Kaleidoscopia in the Florida Keys—a vibrant celebration of LGBTQ+ art, music, and culture! Enjoy dazzling performances, interactive...