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.
See Some Shenanigans
Key West
Colin Quinn at Key West Theater
Feb 27, 2026
Catch Colin Quinn live at the historic Key West Theater on Feb 27, 2026. The Brooklyn-born comedian brings sharp, irreverent stand-up and decades of...
Key West
Move Like the Ocean: Build a Kinetic Cardboard Sea Creature
Feb 27, 2026
Dive into a fun, hands-on creative workshop with artist Cricket Desmarais, where participants will design and build their own kinetic cardboard sea...
Marathon
Sombrero Beach Run
Feb 27 - Mar 1, 2026
Join us in the Florida Keys for the Sombrero Beach Run! Enjoy a scenic race along beautiful Sombrero Beach, with options for all fitness levels...
Seaside Soiree
Feb 27, 2026
Celebrate CFK's 60th at the Seaside Soiree at The Islander Resort, Florida Keys on Feb 27, 2026, 6–10pm. Pirate or mermaid costumes welcome—enjoy food...
Key West
Neil Berg’s 50 Years of Rock n’ Roll, Part 6 at Tennessee Williams Theater
Feb 27, 2026
With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often...
Key West
FOOD: Celebrating Conch Cuisine - Exhibit Opening
Feb 27, 2026
Exhibit Runs February 27, 2026 - January 3, 2027 FOOD: Celebrating Conch Cuisine Building on the foundation of the original Smithsonian Food History...
Key West
FOOD: Celebrating Conch Cuisine
Feb 27, 2026 - Jan 3, 2027
Feb 27, 2026 - Jan 3, 2027 A landmark exhibition, FOOD: Celebrating Conch Cuisine builds on the foundation of the Smithsonian's acclaimed Food History...
Featured
Key West
Anne McKee Artists Fund Auction at The Studios of Key West
Feb 27, 2026
Featuring 40 pieces by local artists including the renowned William Welch, Bill Hartman and Sal Salinero, the annual auction benefits project-based...
Key Largo
Murder Mystery Dinner Theater: Murder at Mardi Gras
Feb 28, 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
Artist Studio Tours
Feb 28, 2026
Join The Studios of Key West Artist Studio Tours — Sat, Feb 28, 11am–3pm. Self‑guided ($40) tour of Stock Island and Key West studios where painters...
Marathon
BPW Keysino Night
Feb 28, 2026
Escape to the Florida Keys for Gatsby Keysino Night - an evening of 1920s glitz, glamour, gaming, and coastal cocktails hosted by BPW Marathon. Slip...
Islamorada
Musical Menagerie at Founders Park
Feb 28, 2026
Musical Menagerie is a fun, animal-themed outdoor concert taking place on February 28 at Founders Park (MM 87, bayside). Guests are invited to bring...
Key Largo
Upper Keys Garden Walk
Feb 28, 2026
Don’t miss this self-guided tour of beautiful private gardens at homes in the Upper Keys from 9 a.m. to 4 p.m. on Saturday, Feb. 28. The event also...
