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
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: Every Third Thursday of each month from 6 to 9 p.m., experience the vibrant Morada Way Arts & Cultural District Art Walk in Islamorada! Enjoy...
Islamorada
28th Afro Roots Fest
Apr 4, 2026
Enjoy a full day and evening of global roots music in Islamorada! Percussion and instrument-building workshops take place from noon to 4 p.m...
Islamorada
A Criminal History of the Everglades: Thomas Lockyear
Apr 8, 2026
Join the Florida Keys History & Discovery Center for an engaging lecture, “A Criminal History of the Everglades,” presented by Thomas Lockyear, Museum...
Islamorada
Beats on the Bay - Crossfire Creek at Founders Park
Apr 17, 2026
Experience Beats on the Bay in the Florida Keys! Enjoy live music, delicious food, and stunning waterfront views at this vibrant event. Perfect for...
Islamorada
Helm to Hearth at Three Waters Resort
Apr 17 - 19, 2026
Helm to Hearth Culinary Celebration returns to Islamorada April 17–19, 2026, for a memorable weekend celebrating world-class cuisine, coastal flavors...
Islamorada
Swim Across America Florida Keys
Apr 18, 2026
Veteran swimmers and newcomers alike are invited to participate in the 5th annual Swim Across America Florida Keys event. Fundraising efforts from...
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Islamorada
Green Turtle Comedy Club Presents Forrest Shaw
Apr 24, 2026, Apr 25, 2026
April 24, 25, 2026 An unforgettable night of stand-up comedy takes over the Green Turtle Comedy Club, featuring nationally touring comedian Forrest...
Islamorada
Under the “C” – A Concert by the Keys Community Concert Band
Apr 25, 2026
Dive into an afternoon of music and imagination at Under the “C”, a whimsical concert experience inspired by sounds from across time and space. This...
Islamorada
I.CARE'S ANNUAL TRASH DERBY
Apr 30 - May 3, 2026
Join I.CARE's Trash Derby in the Florida Keys, April 30–May 3, 2026: three days of sunrise-to-sunset marine debris collection from Key Largo to Key...
Islamorada
Jeff Leonia Reel and Steel Classic
Apr 30 - May 1, 2026
The Live Like Jeff Reel & Steel Classic is an annual Florida Keys fishing and diving tournament held in honor of Captain Jeff Leonia, a beloved local...
Islamorada
LLGF Scream in' Reels AKA Ladies, Let's Go Fishing Screamin' Reels (2026)
May 15 - 17, 2026
Join Ladies, Let's Go Fishing! in the Florida Keys for a fun, hands-on weekend of fishing, learning, and adventure. Perfect for beginners and...
Islamorada
Golden Fly Tarpon Tournament
May 18 - 20, 2026
Golden Fly Invitational Tarpon Tournament is one of the Florida Keys’ most prestigious fly-fishing competitions, held annually in Islamorada during...
Islamorada
Don Hawley Tarpon Fly Tournament
Jun 1 - 5, 2026
Don Hawley Invitational Tarpon Fly Tournament returns to Islamorada June 1–5, 2026, continuing one of the Florida Keys’ most respected traditions in...
