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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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...
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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...
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Key West
Ben Harrison at Key West Theater
Jan 8, 2026, Jan 21, 2026, Feb 5, 2026, Mar 5, 2026, Mar 25, 2026
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...
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Key West
AT THE WEDDING at Red Barn Theater
Jan 20, 2026, Jan 24, 2026, Jan 27, 2026, Jan 31, 2026, Feb 3, 2026, Feb 7, 2026, Feb 10, 2026, Feb 14, 2026
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...
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Key West
Waterfront Playhouse - Almost, Maine (Mainstage Series)
Jan 29, 2026, Jan 30, 2026, Jan 31, 2026, Feb 1, 2026, Feb 2, 2026, Feb 3, 2026, Feb 4, 2026, Feb 5, 2026, Feb 6, 2026, Feb 7, 2026, Feb 8, 2026, Feb 9, 2026, Feb 10, 2026, Feb 11, 2026, Feb 12, 2026, Feb 13, 2026, Feb 14, 2026
Jan 29, 2026 - Feb 14, 2026 This whimsical and heartfelt series of vignettes explores the joys and sorrows of love in a mythical town in northern...
Key West
Brian Patafies The FUNNY AS PUCK Tour at Key West Theater
Feb 10 - 11, 2026
Comedian Brian Patafie brings his FUNNY AS PUCK Tour to the Key West Theater for two nights of nonstop laughs, now happening on January 10th and...
Key Largo
Valentine's Dolphin Sunset Artisan Market
Feb 10, 2026
Celebrate Valentine’s week with a festive evening at the Valentine’s-themed Dolphin Sunset Artisan Market at Dolphins Plus in Key Largo. Enjoy a...
Islamorada
Al Flutie Over the Hill Rip-Off Sailfish Tournament
Feb 10 - 11, 2026
Known as the "Flutie," this all-release sailfish tournament welcomes anglers age 50 and over to compete for awards given to the top three teams and...
Key West
Swing Dance Night with the Paradise Swing Band
Feb 10, 2026
Experience an unforgettable night in Key West at Swing Dance Night with the Paradise Swing Band! Enjoy live music, energetic dancing, and a vibrant...
Key Largo
REEF Fish & Friends: Hogfish Ecology in the Dry Tortugas
Feb 10, 2026
Join REEF Fish & Friends for an evening focused on hogfish ecology in the Dry Tortugas. This free seminar features Danielle Morley of the Florida Fish...
Key West
Sewing: New Sewing Era with Suely Moura at Williams Hall
Feb 10, 2026
Escape to Key West for a 4-week hands-on sewing workshop with designer Suely Moura at Williams Hall. Whether learning or improving, upcycle clothing &...
Key Largo
Stella Chen, (Violin) and Gilles Vonsateel, (Piano) at Coral Shores High School PAC
Feb 10, 2026
Experience a magical evening in the Florida Keys: world‑class violinist Stella Chen with pianist Gilles Vonsattel perform Schubert, Stravinsky and...
Key West
Murder Mystery on the Dance Floor
Feb 10, 2026
Step into "Murder Mystery on the Dance Floor" at Williams Hall in the Florida Keys on Feb 10, 2026. This immersive fundraiser casts you as the suspect...
Key West
Reef Relief x Danger Volunteer Event
Feb 10, 2026
Join a sunrise eco-adventure in Key West—Kayak Cleanup with Danger Charters and Reef Relief. Meet at 255 Front St at 7:30 AM; depart 8:00 AM. Paddle...
Key West
New York Philharmonic String Quartet at Tennessee Williams Theater
Feb 10, 2026
Frank Huang, Concertmaster Qianqian Li, Principal Second Violin Cynthia Phelps, Principal Viola Carter Brey, Principal Cello The New York Philharmonic...
Key West
Mel Fisher Maritime Museum Lecture Series: The Prehistoric Archaeology of the Florida Key
Feb 10, 2026
Discover a hidden side of the Florida Keys on a journey into its ancient past. Join renowned archaeologist Robert Carr, Director of the Archaeological...
