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
Featured
Key West
Mile 0 Fest
-
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Featured
Key West
For the Love of Country
-
January 5 through January 9, 2027. Get ready to two-step your way into the new year as Red Barn favorite Christine Mild returns to Key West with her...
Ben Harrison delivers folksy wit set to song in new concert series at Key West Theater
Key West-based singer-songwriter, storyteller and longtime entertainer Ben Harrison returns to the Key West Theater’s intimate 60-seat Backstage...
Featured
Key West
Ben Harrison in Concert
Tuesday, January 5, 2027, with six more performances through April. Key West singer-songwriter, storyteller and longtime entertainer Ben Harrison...
Featured
Key West
Blanche & Beyond – Waterfront Playhouse (Spotlight Series)
January 7-9, 2027 Blanche & Beyond at Waterfront Playhouse continues the Spotlight Series with an intimate and insightful look into the life and work...
Featured
Key West
Analogous: Old Cameras. New Work. Exhibit Opening
Celebrate the opening of Analogous: Old Cameras. New Work., a collaborative exhibition by Key West photographers Michael Marrero and Mark Hedden at...
Featured
Marathon
Florida Keys Celtic Festival
-
Celebrate the traditions and culture of the Celtic nations at the Florida Keys Celtic Festival in Marathon Community Park. This family-friendly...
Featured
Key West
Back in Time Fundraiser – Key ‘Wild’ West
Step into the spirit of the frontier at the Key West Art & Historical Society’s annual Back in Time fundraiser, where this year’s Key ‘Wild’ West...
Featured
Islamorada
Baygrass Bluegrass Festival
-
Old Grass, New Grass, Baygrass Bluegrass! Don’t miss the popular Baygrass Bluegrass Festival, one of the great annual events presented by Islamorada...
Featured
Key West
Dracula: A Comedy of Terrors
-
January 19 through February 20, 2027. Sink your teeth into the funniest, campiest night of theater in Key West as the Red Barn Theatre presents...
Title: Ben Harrison delivers folksy wit set to song in new concert series at Key West Theater
Key West-based singer-songwriter, storyteller and longtime entertainer Ben Harrison returns to the Key West Theater’s intimate 60-seat Backstage...
Key West
Rams Head Presents: Bumpin Uglies 2027 Tour
Sunday, January 24, 2027, at 8:00 p.m. Rams Head Presents brings Bumpin Uglies to the Key West Theater on the band’s 2027 tour. Key West is the...
Featured
Key West
The Jayhawks
Monday, January 25, 2027. Get ready for a legendary night of Americana at the Key West Theater! Pioneering alt-country and country-rock band The...
Featured
Key West
Unnecessary Farce at Waterfront Playhouse
January 28 - February 6, 2027 Unnecessary Farce at Waterfront Playhouse is a fast-paced comedy packed with chaos, confusion, and perfectly timed humor...
Ben Harrison delivers folksy wit set to song in new concert series at Key West Theater
Key West-based singer-songwriter, storyteller and longtime entertainer Ben Harrison returns to the Key West Theater’s intimate 60-seat Backstage...
Featured
Key West
Share the Love Keyswide Online Auction
Share the love and support Keys families! From February 3 to 13, 2027, Wesley House Family Services hosts its beloved Keyswide Online Auction, a...
