Things to Do
In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.
On Island Time at Island Fest
Art, Crafts, Great Food.....Oh my!
From vintage cars to vibrant arts and crafts, at the Islamorada Island Fest March 28-28 you can spend your day savoring keys cuisine, listening to local live music or running into friends from across the island chain.
Get back to the roots of the islands
Afro Roots Fest in Islamorada
Experience a weekend April 3-5 that showcases the roots of the islands through music and the diverse cultures that have formed the communities and laid back vibe locals and visitors can't get enough of.
I would walk 120 miles
Explore the keys by foot
The Florida Keys offer numerous places to stretch your legs to explore the beautiful and unique natural ecosystems found throughout the chain of islands.
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Marathon
Custom Cat Charters
Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.
Wyland Gallery of the Florida Keys
Wyland Galleries of the Florida Keys — fine art & marine conservation gallery in Key West, where ocean-inspired beauty meets collector passion.
Key West
Mattheessen's
Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.
Islamorada
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
Key Largo
Blue Water Adventures
Blue Water Adventures offers private fishing charters, snorkeling trips, and sunset cruises aboard a 32-foot Gamefisher, departing from Key Largo Fisheries Marina.
Key West
SeaSister Island Gallery
Discover high-end contemporary art from local and international artists in vibrant Key West.
Islamorada
Green Turtle Hammock Nature Preserve
Peaceful tropical hammock preserve with short trails and bayside views in Islamorada.
Key West
Classic Harbor Line Key West
Sail Key West offers unforgettable sunset and specialty cruises aboard the elegant Schooner America 2.0.
Key West
Key West Sunshine Club
Key West Sunshine Club is a Bahama Village boutique with curated apparel & accessories (women, men, kids), local-artist pieces, and its own clothing line.
Marathon
Sea Bird Marina
Full-service Long Key marina offering slip rentals, boat launch, fuel, rentals & bait shop.
Islamorada
The Tipsy Octopus
The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.
Islamorada
Whale Harbor Marina
Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.
