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
Islamorada
34th Annual Florida Keys Island Fest
Mar 28 - 29, 2026
Each spring, the Florida Keys Island Fest brings two days of vibrant community celebration to Founders Park in Islamorada. Organized by the Islamorada...
Marathon
Renewing Our Reefs Together: Reef Renewal 2nd Annual Fundraiser
Feb 20, 2026
Reef Renewal USA’s Second Annual Fundraiser, Renewing Our Reefs Together, sponsored by First Horizon Bank, will take place at Aquarium Encounters on...
Key West
Capturing Nature with Printing (on Paper)
Feb 21, 2026
Explore the quiet beauty of botanicals in this hands-on printing workshop led by Dawn Wilkins. Participants will use simple, meditative nature...
Key West
CONNECTIONS PROJECT Pop-Up, Key West Art & Craft Festival at Truman Waterfront Park
Feb 21 - 22, 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 West
Rimsky-Korsakov, Mozart,Joachim & Simon at Tennessee Williams Theater
Feb 21, 2026
Masterworks III: Rimsky-Korsakov's Capriccio Espagnol with Mozart, Joachim & Simon Featuring Seth Parker Woods, cello Simon Four Black American Dances...
Islamorada
Gigantic Nautical Market
Feb 21 - 22, 2026
Experience the **Upper Keys Rotary Gigantic Nautical Market** in Islamorada at Founders Park (MM 87) on **February 21–22, 2026**—a seaside outdoor...
Key West
Into the Light: Drawing Atmosphere & Form
Feb 21, 2026
Explore the expressive possibilities of graphite in this focused drawing workshop led by Priscilla Coote. Designed for artists looking to strengthen...
Key West
Key West Art & Craft Festival
Feb 21 - 22, 2026
Experience the vibrant art scene of the Florida Keys at the Key West Art Center! Discover stunning local artwork, meet talented artists, and enjoy a...
Key West
From Baroque to Beyond The Music Room Youth Classical Concert at The Studios of Key West
Feb 22, 2026
Experience Key West culture with The Music Room Youth Classical Concert - an inspiring, free performance directed by Robin Kaplan. Celebrating 45...
Key West
Women of Americana: A Celebration of American Music at Tennessee Williams Theater
Feb 22, 2026
Join Women of Americana at Key West's Tennessee Williams Theatre for a vibrant celebration of American music. Talented female vocalists deliver iconic...
Key West
Garrison Keillor and Erica Rhodes: “The Crazy Uncle and His Sensible Niece" at Key West Theater
Feb 22, 2026
Experience an unforgettable evening in the Florida Keys with legendary storyteller Garrison Keillor at the Key West Theater! Enjoy humor, music, and...
Key West
Lower Keys Rotary Kids Fishing Tournament
Feb 22, 2026
Experience the best of the Florida Keys at the Lower Keys Rotary’s annual event! Don’t miss this chance to celebrate community and the Keys’ laid-back...
Key West
Waterfront Playhouse presents Moulin Rouge Bal Royale
Feb 22, 2026
Step into the glittering world of Moulin Rouge Bal Royale — an immersive Montmartre soirée in Key West. On Feb 22, 2026, at 6pm, the Truman Little...
Key West
It’s For The Birds Annual Benefit 2026
Feb 22, 2026
Experience Key West charm at It's For The Birds, the Key West Wildlife Center’s annual benefit on Sun, Feb 22, 2026, 3–6 PM at West Martello Tower...
Key West
Capturing Nature with Printing (on Fabric)
Feb 22, 2026
Create unique, nature-inspired textiles in this hands-on fabric printing workshop led by Dawn Wilkins. Participants will explore accessible botanical...
