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
Mile 0 Fest (2026)
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Distinguished Speaker Series: Elizabeth Bishop | A Poet of the Shorelines
Experience Key West’s literary side at KWAHS’s Distinguished Speaker Series: "Elizabeth Bishop — A Poet of the Shorelines" on Feb 5 at Tropic Cinema...
Morada Way Third Thursday Art Walk
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...
The Odd Couple at Marathon Community Theater
JANUARY 8, 9, 10 @ 8:00PM JANUARY 15, 16, 17 @ 8:00 PM JANUARY 18 @ 3:00 PM-SUNDAY MATINEE JANUARY 22, 23, 24 @ 8:00PM JANUARY 25 @ 3:00PM -SUNDAY...
Ben Harrison at Key West Theater
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...
AT THE WEDDING at Red Barn Theater
Jan 20 - Feb 14, 2026 Shows: Tuesdays-Saturdays at 7:30pm Patrons will be cordially invited to a Northern California wedding and meet Carlo, an agent...
70 Girls 70 at Fringe Theater
Jan 21 - Jan 31 Don’t miss the concert-style revival of 70 Girls 70, the delightfully irreverent Kander & Ebb musical running January 21–31. This...
Paddle for Paws
Major Norman D. Belson Paddle for Paws — enjoy a leisurely kayak or paddleboard around scenic Cudjoe Key on Jan 24, then celebrate at Bent Prop with...
History of Diving Museum Guided Tours
Explore the History of Diving Museum in Islamorada — an immersive, family-friendly dive into underwater exploration. View vintage gear, rare artifacts...
22nd Annual Nautical Expo
The Lower Keys Chamber of Commerce welcomes you to one of our biggest events with over 100 vendors who showcase a variety of nautical items. Boating...
CONNECTIONS PROJECT Pop-Up - Nautical Market, Lower Keys Chamber
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
South Florida Symphony Orchestra: Sibelius’ Symphony No. 2 & Ravel’s Piano Concertoat Tennessee Williams Theater
Rhythmic drive meets lyrical beauty in this exhilarating South Florida Symphony program brimming with wit and brilliance when Ravel’s bluesy and...
Peytan Porter Live! at the Key West Listening Room
Peytan Porter takes the stage at the historic Key West Theater for an exciting live performance that showcases her bold blend of country, indie-pop...
Paradise Big Band at Tennessee Williams Theater
Under the baton of Joe Dallas Jr, the band remains a truly "local" organization consisting of professional and semi-professional musicians from the...
Andrew Duhon at Key West Theater
Andrew Duhon brings his evocative storytelling and rich musical blend of folk, blues, and Americana to the intimate Backstage Listening Room at the...
Library Speaker Series: Sarah Stewart Taylor
Join bestselling mystery author Sarah Stewart Taylor at Key West Library on Jan 26, 6:00 PM for a free Speaker Series talk. Creator of the Sweeney St...
Kouzov Duo at Marathon High School PAC
Experience an elegant evening in the Florida Keys: the Kouzov Duo—prize‑winning cellist Dmitry Kouzov and pianist Yulia Federoseeva Kousova—perform...