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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Key West
Truman Waterfront Market
Key West Farmers Market — vibrant open-air market every Thursday afternoon on the waterfront with fresh produce, artisan goods and island-style fun.
Marathon
Fishing Kings
Marathon Fishing Kings — private reef, wreck & offshore fishing charters in Marathon, where expert guidance meets trophy-fish potential.
Key West
Keys Seaplanes
Fly in style over Florida’s waters — Keys Seaplanes offers private amphibious charters and scenic flights across the Keys.
Islamorada
Florida Keys Fragrance & Gifts
Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.
Islamorada
Bluewater Adventure
Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.
Key West
Cow Key Marina
Cow Key Marina is a full-service waterfront hub in Key West offering boat and jetski rentals, watersport tours, a waterfront restaurant, and even daily manatee sightings.
Marathon
Driftwood Marina & Storage
Boat storage, Bottom painting, Underwater gear service. Our storage area is outdoors and for vessels only month to month for long term.
Islamorada
Florida Bay Forever
Non-profit dedicated to preserving Florida Bay through restoration, advocacy, and education.
Key West
Key West Swimwear
Key West Swimwear offers stylish bikinis, one-pieces, tankinis, cover-ups, and accessories from top brands—perfect fits for beach days, vacations, and summer looks.
Marathon
Sweet E'Nuf Charters
Experience top fishing adventures in Marathon, FL with expert captains and unforgettable catches!
Key West
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
Marathon
Living Like Larry Charters
Private boat charters in the Florida Keys for unforgettable ocean adventures.
