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
SS Pops Two Conchs Island Tours
Explore stunning Florida Keys boat tours with Two Conchs Island Tours!
Islamorada
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
Marathon
Caribbean Kayaking Tours
Experience guided kayak adventures through the scenic mangroves and crystal-clear waters of the Florida Keys with Caribbean Kayaking Tours.
Key West
ZEN by Karen Moore
ZEN by Karen Moore offers handcrafted jewelry inspired by intention, energy, and coastal living, available at retailers throughout the Florida Keys and at exclusive pop-up events.
The Lower Keys
Snapshot Charters
Family-friendly Snapshot Charters offers unforgettable reef to swordfish fishing trips!
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.
Islamorada
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
Key Largo
Pirates Cove Watersports
Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Key West
After Hours Yacht
Private yacht charters in Key West for unforgettable sunset cruises and day trips.
Key West
Island Glow Kayaks
Explore the Lower Keys’ clear waters and mangrove tunnels on guided kayak eco-tours and glow-in-the-dark paddles — a top adventure for nature lovers.
