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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Key West
Mile 0 Fest (2026)
Jan 27 - 31, 2026
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
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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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Marathon
THE ODD COUPLE at Marathon Community Theater
Jan 8, 2026, Jan 9, 2026, Jan 10, 2026, Jan 15, 2026, Jan 16, 2026, Jan 17, 2026, Jan 22, 2026, Jan 23, 2026, Jan 24, 2026, Jan 25, 2026, Jan 29, 2026, Jan 30, 2026, Jan 31, 2026
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...
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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...
Key Largo
Ocean After Hours- Ocean with David Attenborough
Jan 20, 2026
Enjoy an evening dedicated to ocean discovery at REEF’s Ocean After Hours film screening. Join REEF and the Upper Keys Rotary Club for a free showing...
Key West
Truman Music Series: Key West Jazz Society Presents: The Heart Starters
Jan 20, 2026
Experience a swinging night at the Key West Harry S. Truman Little White House with The Heart‑Starters! Live on the North Lawn, this Truman-era...
Key West
Kelly McGillis Classic
Jan 20 - 26, 2026
Join the 2026 Kelly McGillis Classic in the beautiful Florida Keys! Enjoy exciting women’s and girls’ flag football tournaments, beachside fun, and...
Islamorada
Islamorada Fishing Club Captain's Cup Sailfish Tournament
Jan 20 - 21, 2026
Presented by the Islamorada Fishing Club, the event is the second leg of the three-pronged Florida Keys Gold Cup Sailfish Championship trifecta...
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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...
Key West
Key West International Dance Company - "LAMBADA IS DEAD: LONG LIVE LAMBADA!"
Jan 20 - 24, 2026
This popular show - that wowed audiences in our inaugural season - returns in 2026. With stunning dance numbers, thrilling music by Gil Semedo and...
Key West
Rams Head Presents: Rumours ATL: A Fleetwood Mac Tribute
Jan 21, 2026
Experience the magic of Fleetwood Mac with Rumours ATL, the ultimate tribute band, live at the Key West Theater! Enjoy iconic hits, vibrant energy...
Islamorada
Dive Into Art: Stories from the Sea at History of Diving Museum
Jan 21, 2026
Join the History of Diving Museum for Immerse Yourself!, a free monthly lecture series held at 7 PM on the third Wednesday of every month. Each...
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Key West
70 Girls 70 at Fringe Theater
Jan 21, 2026, Jan 22, 2026, Jan 23, 2026, Jan 24, 2026, Jan 25, 2026, Jan 26, 2026, Jan 27, 2026, Jan 28, 2026, Jan 29, 2026, Jan 30, 2026, Jan 31, 2026
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...
Key West
The Music of ABBA at Tennessee Williams Theater
Jan 21, 2026
A fun colorful family show, all the way from Sweden! With hits like Mamma Mia, Waterloo, Fernando and Dancing Queen, ABBA, Sweden’s biggest music...
Key West
The Young Dubliners: The HOT TODDY Tour at Key West Theater
Jan 23, 2026
Experience an unforgettable night in the Florida Keys! Catch The Young Dubliners live at the Key West Theater on January 23. Enjoy high-energy Celtic...
Islamorada
Island Boat Show 2026
Jan 23 - 25, 2026
Experience the Island Boat Show in the beautiful Florida Keys! Explore top boat brands, enjoy waterfront views, live music, delicious food, and family...
