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

George Thorogood & The Destroyers w/ The Marshall Tucker Band at Coffee Butler Amphitheater

May 9, 2026

George Thorogood & The Destroyers hit the stage for a high-energy night of classic rock that fans won’t forget. With a career spanning more than five...

Key West

Menendez Miler 5K Run/Walk

May 9, 2026

The Menendez Miler 5K Run/Walk is a scenic community race in Key West that takes place at Truman Waterfront Park, Southard Street & Butler Boulevard...

Key West

SUBMERGED HISTORIES: Memory and the Underwater Exploration of the Henrietta Marie

May 9, 2026

Explore the fascinating story of the Henrietta Marie shipwreck at this engaging lecture at the Mel Fisher Maritime Museum. Marine archaeology and...

Key West

Reef Relief Conch Classic

May 9, 2026

Join the First Annual Conch Classic, a fun, coed 4v4 beach volleyball tournament at Higgs Beach, Key West on May 9, 2026. Enjoy friendly competition...

Key West

MicroPARTY Live Show

May 9, 2026

MicroPARTY Live Show brings Electric Blue Yonder’s award-winning children’s music to life with an interactive, family-friendly performance featuring...

Islamorada

Island Knights 3rd Annual Motorcycle & Car Show

May 9, 2026

Rev up your engines for the Island Knights 3rd Annual Motorcycle & Car Show on Saturday, May 9 from 10 AM to 2 PM at Founders Park in Islamorada...

Key West

Rams Head Presents: 10,000 Maniacs

May 10, 2026

Celebrating over four decades of influential music, 10,000 Maniacs bring their signature blend of poetic lyricism and rich melodies to the stage...

Key West

Dance Factory Presents Threads of Love: A Mother’s Legacy Through Dance

May 10, 2026

Celebrate the beauty of movement and the power of legacy this Mother’s Day at Threads of Love: A Mother’s Legacy Through Dance, a heartfelt...

Key West

The 40th Annual Queen Mother Pageant

May 11, 2026

Celebrate tradition, glamour, and over-the-top fun at the 40th Annual Queen Mother Pageant, presented by John “Ma” Evans and the Key West Theater. A...

Key West

Sean Patton at Comedy Key West

May 11 - 12, 2026, May 12 - 13, 2026

May 11–12 Sean Patton brings two nights of sharp, globally seasoned stand-up to Comedy Key West on May 11 and 12. A New York–based comedian with roots...

Key West

Wyatt Cote at Comedy Key West

May 13, 2026, May 14, 2026, May 15, 2026, May 16, 2026

May 13, 14, 15, 16 | 8:30 PM Don’t miss rising stand-up star Wyatt Cote as he brings his sharp, high-energy comedy to Key West for a special multi...

Key West

Mile Zeros: Un-Anchored — Screening & Q&A

May 15, 2026

Mile Zeros: Un-Anchored is a new independent comedy series created by Florida Keys filmmakers, bringing a quirky, on-the-water twist to island life...

Key West

Tri Knot to Rock at The Key West Theater

May 15, 2026

Experience a night of legendary rock reimagined as Tri Knot takes over the Key West Theater on Friday, May 15th, 2026, delivering electrifying...

Islamorada

LLGF Scream in' Reels AKA Ladies, Let's Go Fishing Screamin' Reels (2026)

May 15 - 17, 2026

Join Ladies, Let's Go Fishing! in the Florida Keys for a fun, hands-on weekend of fishing, learning, and adventure. Perfect for beginners and...

Key West

Wintergreen Oil Transfers with Angelica Clyman

May 16, 2026

Explore a unique printmaking technique in this hands-on workshop with Angelica Clyman (PEAR) at The Studios of Key West. Participants will learn how...