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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Islamorada
Morada Way Third Thursday Art Walk
Nov 20, 2025, Dec 18, 2025, Jan 15, 2026, Feb 20, 2026, Mar 19, 2026, Apr 16, 2026, May 21, 2026, Jun 18, 2026, Jul 16, 2026, Aug 21, 2026, Sep 17, 2026, Oct 15, 2026
Dates: Third Thursday of each month from 6 to 9pm Experience the vibrant Morada Way Arts & Cultural District Art Walk in the Florida Keys! Enjoy local...
Featured
Key West
Ben Harrison at Key West Theater
Jan 8, 2026, Jan 21, 2026, Feb 5, 2026, Mar 5, 2026, Mar 25, 2026
Show Dates: Jan 8, 21 Feb 5, 17 March 5, 25 IRREVERENT, FUNNY, and FULL OF KEY WEST, Ben is the author of the musicals UNDYING LOVE, EL ISLEÑO: The...
Key West
Rachael Sage Old Town New Folk Concert Series at The Studios of Key West
Feb 17 - 18, 2026
Experience Rachael Sage’s joyful, theatrical folk-pop in Key West—Feb 17 at The Studios’ Helmerich Theater (7pm) or Feb 18 on the rooftop at Hugh’s...
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...
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...
Key West
Mel Fisher Maritime Museum Lecture Series: The Quest for the Atocha
Feb 17, 2026
Step into one of the Florida Keys’ most legendary true stories. The Quest for the Atocha brings together key members of Mel Fisher’s historic search...
Key Largo
The Mystery Players Present: Murder at Mardi Gras
Feb 17, 2026
Murder at Mardi Gras invites guests to an evening of mystery, dinner, and live entertainment at the Elks Lodge in Tavernier. This interactive murder...
Key West
Drop-in Figure Drawing
Feb 17, 2026
Practice observational drawing in a focused, studio-style setting with this drop-in figure drawing session. Intended for intermediate to advanced...
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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
Capturing the Light of Key West: Plein Air Painting
Feb 18 - 20, 2026
Wednesday, Thursday & Friday, February 18, 19 & 20, 9am – 3pm Capture the distinctive light and atmosphere of Key West in this immersive plein air...
Key West
Dive Into Art: Stories from the Sea
Feb 19, 2026
Celebrate the ocean through creativity at **Dive Into Art: Stories from the Sea** on **Thursday, February 19 from 5:30–7:30 PM** at the Florida Keys...
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...
