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
Mile 0 Fest (2026)
Jan 27 - 31, 2026
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Key West
RAMS HEAD PRESENTS: GABRIEL RUTLEDGE: DON'T READ THE COMMENTS TOUR
Feb 15, 2026
A past winner of both the Seattle International Comedy Competition and The Laughing Skull Comedy Festival in Atlanta, Gabriel has made numerous...
Key West
Horszowski Trio at Tennessee Williams Theater
Feb 15, 2026
Impromptu Classical Concerts Giving performances that are “lithe, persuasive” (The New York Times), “eloquent and enthralling” (The Boston Globe), and...
Marathon
Rising Star Concert– Sophia Liu, (Piano) at Marathon High School PAC
Feb 16, 2026
Join rising-star pianist Sophia Liu in Marathon on Feb 16, 2026 at Marathon High PAC for the Jim Platt Memorial Concert — a dazzling program from...
Key West
Library Speaker Series: Mirta Ojito
Feb 16, 2026
Join acclaimed journalist and author Mirta Ojito for a free Speaker Series talk at Key West Library on Feb 16, 2026 at 6:00 PM. A Pulitzer contributor...
Key West
Presidents' Day Cookout
Feb 16, 2026
Join a festive, patriotic cookout on the historic Truman Little White House lawn in Key West — Monday, Feb 16, 2026, 11:30 AM–1:30 PM. Free and open...
Key Largo
Rising Star Concert - Sophia Liu, (Piano) at Coral Shores High School PAC
Feb 17, 2026
Sophia Liu, a 17‑year‑old Canadian piano prodigy, headlines the Rising Star Concert in Tavernier on Feb 17, 2026 at 7:30 PM (Coral Shores HS...
Islamorada
CONNECTIONS PROJECT Pop-Up, Islamorada Chamber After Hours at The Islander
Feb 17, 2026
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
Featured
Key West
Letters from Max at Fringe Theater
Feb 18, 2026, Feb 19, 2026, Feb 20, 2026
Running February 18–20, Letters from Max by Sarah Ruhl is a tender meditation on art, mentorship, and the beauty of human connection. Based on the...
Key West
RAMS HEAD PRESENTS: YACHTLEY CREW
Feb 18, 2026
Set sail for smooth sounds and good-time vibes with Yachtley Crew – The Titans of Soft Rock, the world’s premier Yacht Rock band! Dressed in their...
Key West
RAMS HEAD PRESENTS: MARTY STUART AND HIS FABULOUS SUPERLATIVES
Feb 19, 2026
Experience an unforgettable night in the Florida Keys! Catch Marty Stuart and His Fabulous Superlatives live at the Key West Theater. Enjoy world...
Key West
Key West International Dance Company - 'GATE 54B'
Feb 19 - 21, 2026
February 19th, 20th, 21st, 24th, 25th, 26th, 27th, 28th Experience the vibrant rhythms of Key West International Dance Company in the Florida Keys...
Key West
Darcy Cooke Songs & Stories of the Silver Screen
Feb 20, 2026
Glamour, gossip, movies and music. Become a Hollywood insider for the evening, enjoying the songs and backstories of the music that made the movies...
Marathon
Renewing Our Reefs Together: Reef Renewal 2nd Annual Fundraiser
Feb 20, 2026
Reef Renewal USA’s Second Annual Fundraiser, Renewing Our Reefs Together, sponsored by First Horizon Bank, will take place at Aquarium Encounters on...
The Lower Keys
One Love, One Night at Grimal Grove
Feb 20, 2026
Grimal Grove invites you to take a step into the sounds and tropical vibrations of Jamaica. Featuring a curated menu by award winning chef and One...
Islamorada
Gigantic Nautical Market
Feb 21 - 22, 2026
Experience the Upper Keys Rotary Gigantic Nautical Market in Islamorada (Founders Park, MM 87) Feb 21–22, 2026 — a seaside outdoor boat show, gigantic...
