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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The Lower Keys
WILD about DOLPHINS-Captain Sheri's
Wild About Dolphins — private eco-boat tours and wild dolphin encounters departing from Key West, Florida.
Islamorada
Billy B Fishing Charters LLC
Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.
Key Largo
Shell World
Iconic Florida Keys gift emporium offering shells, décor, resort wear & island treasures.
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Key West
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.
Key West
Rodriguez Cigar Factory
Explore Key West’s historic Rodriguez Cigar Factory & shop artisan cigars.
Key West
Cariloha
Cariloha Key West offers luxuriously soft, eco-friendly bedding, clothing, and bath goods made from sustainable bamboo, providing a unique shopping experience in the heart of Old Town.
Key Largo
Buddha Bait Co
Premium fishing lures, terminal tackle, and angler gear based in Key Largo, FL — crafted for performance on flats, reefs, and offshore waters.
Marathon
Island Girl Charters
Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
Key West
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Key West
Simonton Beach Key West
Picturesque city beach on Simonton Street in Key West with easy access and tropical ambiance.
Marathon
Better Than Most SCUBA
Better Than Most SCUBA is a family-run dive center in Marathon offering all levels of SCUBA instruction, guided reef dives, snorkeling, private charters, spearfishing, and lobstering—everything you need for an unforgettable Florida Keys dive adventure.
