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.
America's 250 in the Florida Keys
Monroe County is proud to celebrate America’s 250th anniversary with community-wide experiences that honor our nation’s history while showcasing the unique spirit of The Florida Keys.
Historic Pigeon Key
Visitors to Pigeon Key venture back in time to a tiny island that played a tremendous role in the Florida Keys of today.
Florida Keys State Parks
Ten secluded state parks throughout the 125-mile-long Florida Keys include the Keys’ most scenic wide-open spaces for exploration, solitude and...
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Coconuts Art Studio
Arana Glass has been painting faces onto coconuts for more than thirty years, and since 2020 she and her husband have been hiding them around the Keys for strangers to find and keep. Her studio at mile marker 86.7 in Islamorada has the originals, the prints, and a good deal more.
Sand Dollar Boat Rentals
Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.
Old Road Gallery
Dwayne and Cindy King throw pottery and cast bronze in a workshop you can stand and watch, then set the results loose in a hardwood garden of winding paths, sculpture and free-range peacocks. It is at mile marker 88.8 and ranks among the top ten things to do in Islamorada.
Sunrise Cuban Market & Cafe
Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
Zero Dress Code Boutique
Zero Dress Code — stylish women’s resort wear boutique in the Florida Keys offering unique beach-to-evening fashions.
Caloosa Cove Resort
Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.
Deep Sea Scuba
Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.
A1A Watersports and Boat Rentals
Jet skis and boats on the bayside at mile marker 85.9, open 8 to 5 every day of the year. The two hour guided tour covers 26 miles of reef, sandbar, mangrove tunnels and backcountry, and the snorkel gear comes with it.
Island Adventures
Island Adventures is a veteran-owned charter company running private snorkel, sandbar, and sunset trips from 80500 Overseas Highway in Islamorada. Each outing is your own group on the boat, with snorkel gear, floating mats, and life jackets aboard, so beginners, non-swimmers, and kids can all get in the water.
Florida Keys Fishing and Eco-Tours
Tarpon specialists delivering snag-free charters & gear to reel in the Silver King.
Lightly Salted Charters
Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.