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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Islamorada
Bud N Mary's Fishing Marina
Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.
Islamorada
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.
Islamorada
Indian Key Historic State Park
Historic island ghost-town accessible only by boat / kayak.
Islamorada
GL Encounters
Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Islamorada
Pelagic Raptors Charters
Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.
Islamorada
Islamorada Boat Rentals
Center consoles and a twelve seat pontoon, bookable online with instant confirmation for a half day, a full day, or up to a month. GPS, VHF and safety gear come aboard, and you need to be 25 to rent.
Islamorada
MyKeys Tours of Islamorada
MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.
Islamorada
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.
Islamorada
Florida Keys Hot Sauce Company
Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.
Islamorada
Backcountry Cowboy Outfitters
Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!
Islamorada
Conch Republic Divers
Conch Republic Divers specializes in premier scuba diving in the Upper Florida Keys, offering guided trips to top reef and wreck sites—from Molasses Reef to the Spiegel Grove—based out of Tavernier Creek Marina, minutes from both Key Largo and Islamorada.
Islamorada
Florida Bay Forever
Non-profit dedicated to preserving Florida Bay through restoration, advocacy, and education.
Islamorada
Florida Keys Fragrance & Gifts
Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.
