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
New Year's Eve Red Shoe Drop
Dec 31, 2025
Ring in the New Year, Key West-style, with one of the island’s most iconic and flamboyant celebrations — the Red Shoe Drop! As the clock counts down...
Featured
Key West
Key West Literary Seminar (2026)
Jan 2 - 12, 2026
The Key West Literary Seminar is a world-renowned annual event that celebrates the art of storytelling in one of the most inspiring literary...
Key West
Strange Journey: The Story of Rocky Horror at Williams Hall
Nov 18, 2025
Join host Landon Bradbary as we celebrate the 50th anniversary of Rocky Horror. Strange Journey: The Story of Rocky Horror is a joyful and wild ride...
Key West
Put Your Creativity First: Jami Attenberg (PEAR) at The Studios of Key West
Nov 18, 2025
Join acclaimed author Jami Attenberg in the Florida Keys for "Put Your Creativity First," an inspiring event at The Studios of Key West. Dive into...
Islamorada
Member Mingle and Free Immerse Yourself Presentation: William Beebe in the Galápagos at the History of Diving Museum
Nov 19, 2025
Join the History of Diving Museum on Wednesday, November 19, for a special evening featuring a Member Mingle and Immerse Yourself Presentation...
Key West
Angry, Raucous, and Shamelessly Gorgeous at Fringe Theater
Nov 19 - 20, 2025
Fringe Theatre Key West opens its 2025–26 season with Angry, Raucous, and Shamelessly Gorgeous by Pearl Cleage, presented as a staged reading November...
Key West
Forrest Shaw at Comedy Key West
Nov 19 - 22, 2025
Show Dates: Wed, Nov 19, 2025 Thu, Nov 20, 2025 Fri, Nov 21, 2025 Sat, Nov 22, 2025 Forrest Shaw is a stand up comedian and writer (The Jim Jefferies...
Key West
Thanksgiving Trivia
Nov 20, 2025
Gather your crew for Thanksgiving Trivia at The College of the Florida Keys (CFK Academy) on Thursday, November 20, 2025 at 6:00 p.m. in Stock Island...
Featured
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...
Key West
Key West International Dance Company -"Florida Man - The Musical" at Tennessee Williams Theatre
Nov 21, 2025
The show is a hilarious romp – as famous British naturalist David Attenborough roams the wilds of Florida to discover the natural habitat, behavior...
Key West
Botanical Embroidery: Natali Hopkins (PEAR) at The Studios of Key West
Nov 21, 2025
Discover the art of botanical embroidery with Natali Hopkins-Pear at The Studios of Key West! Join this hands-on workshop in the Florida Keys to learn...
Featured
Key West
Key West International Dance Company Presents "Florida Man: The Musical"
Nov 21, 2025, Nov 22, 2025, Nov 23, 2025, Nov 28, 2025, Nov 29, 2025, Nov 30, 2025
Show Dates: November 21, 22, 23, 28, 29, 30 The show is a hilarious romp – as famous British naturalist David Attenborough roams the wilds of Florida...
The Lower Keys
Big Pine Tree Lighting
Nov 21, 2025
Celebrate the start of a new holiday tradition at the inaugural Big Pine Key Tree Lighting on Friday, November 21, at Big Pine Key Community Park...
Featured
Key West
This Blows: A Musical Comedy Show That Doesn't Suck at Key West Theater
Nov 21, 2025, Nov 22, 2025, Nov 23, 2025
Experience the hilarious, heartfelt, and unmistakably Key West spirit in “Written for Locals, By Locals, Starring Locals!” — the island’s newest...
Key West
A Celebration of the Songs of Pete & Wayne (w/ Pete Jarvis, Larry Strickland, Ray Fogg & Friends) at Key West Theater
Nov 21, 2025
A Celebration of the Songs of Pete & Wayne, with Pete Jarvis, Larry Strickland, Ray Fogg and friends. The legendary music comedy duo Pete & Wayne were...
Islamorada
Reef Revival Fest
Nov 21, 2025
Celebrate Mote Marine Laboratory’s commitment to researching and preserving Florida’s Coral Reef at the annual free community festival, a fun-filled...
Key West
Annual Rum Infused Garden Scavenger Hunt
Nov 22, 2025
Get ready for a night of adventure, flavor, and fun at the Third Annual Rum-Infused Adult Scavenger Hunt at the Key West Tropical Forest & Botanical...
