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
Gov't Mule & Ziggy Marley: Dreaming The Same Dream Tour
**Wednesday, September 30, 2026.** Get ready for a once-in-a-lifetime night of music as two legends share one stage at Key West's Coffee Butler...
Fantasy Fest
Fantasy Fest is an electrifying, 10-day costume and performance festival held annually in Key West, Florida, each October. First launched in 1979 by...
Take Stock In Children Backcountry Challenge (2026)
Join us for the Take Stock in Children Backcountry Challenge, a fishing tournament with heart, benefiting a powerful scholarship and mentorship...
Lower Keys Fall Migration Mania Birding & Nature Adventure
Experience the annual Fall Migration Mania at the Key West Tropical Forest & Botanical Garden, where birders, butterfly enthusiasts, and nature lovers...
Delicate Balance of Nature Lecture Series: Early History of Diving in the Florida Keys with Dr. Sally Bauer
From pioneering explorers to the rise of modern recreational diving, the Florida Keys have played a central role in underwater discovery. Join Dr...
IGFA Permit Invitational
Join the IGFA Permit Invitational in Key West, Sept 29-Oct 2, 2026. An exclusive fly-fishing event at Ocean's Edge Resort & Marina pursuing world...
Rams Head Presents Gov't Mule and Ziggy Marley
Rams Head Presents Gov't Mule and Ziggy Marley at the Coffee Butler Amphitheater in Key West on September 30, 2026. The co-headlining concert brings...
Taste the Keys
October 1–31, 2026. Calling all food lovers — it's time to Taste the Keys! Inspired by Miami Spice, this month-long culinary celebration invites...
Fall Backcountry Fly Championship
Experience the Florida Keys at the Backcountry Fly Championship in Islamorada — a relaxed fly‑fishing tournament for snook and redfish. Explore scenic...
Key West oktoBREWfest
Raise a glass at Key West OktoberBREWfest, a lively tasting event held at the Southernmost Beach Resort. Guests can enjoy samples from more than 60...
Key West Brewfest 2026
Raise a glass and celebrate island style at Key West Brewfest, a multi-day, island-wide festival that transforms Key West into a paradise for craft...
Lower Keys Rotary Fall Festival/Haunted House
Experience the vibrant spirit of the Florida Keys at the Lower Keys Rotary’s annual event! Enjoy live music, delicious local food, unique vendors, and...
America 250 Florida Keys: 7 Mile Bridge Sunset Celebration
Event Time: 5 p.m. – 7:30 p.m. Sunset: 7:05 p.m. Location: Old Seven Mile Bridge, Marathon Join America 250 Florida Keys for an unforgettable evening...
REEF Fest (2026)
Discover REEF Fest in the Florida Keys! Join us for a weekend of diving, snorkeling, ocean seminars, and fun social events. Celebrate marine...
Hedwig and the Angry Inch at Waterfront Playhouse
October 15-23, 2026 Hedwig and the Angry Inch opens Waterfront Playhouse’s 88th season with a bold and electrifying rock musical experience presented...
Casting for Cats Backcountry Tournament
The annual Casting for Cats Backcountry Fishing Tournament is a longtime Upper Keys tradition benefiting Casting for Cats, a nonprofit organization...
Ladies, Let’s Go Fishing!” Florida Keys Saltwater Seminar and Fishing Fever Inshore/Offshore Tournament
Ladies, Let’s Go Fishing! (LLGF) will host a Florida Keys fishing event October 16–18, featuring a full-day educational seminar followed by two days...