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
Islamorada Turtle Tours
Sandbar trips, snorkeling, sunset cruises & private charters 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
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
Maria Wagner Artworks
Maria Wagner paints sea turtles, manatees and mangroves onto mailboxes and license plates, which makes for a better souvenir than most things you can carry home. She works out of Islamorada and shows alongside the Upper Keys arts community.
Islamorada
Easy Livin' Charter Boat
Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.
Islamorada
Reef Roamer Catamaran Snorkel Sail
Reef Roamer Catamaran Snorkel Sail is a family-owned, 44-foot sailing catamaran that has run reef trips from Old Conch Harbor in Tavernier since 2006. It offers morning and afternoon snorkel sails plus a sunset sail, with gear included and an easy staircase ladder that lets snorkelers of all ages get into the water.
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
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
Islamorada
Betsy Bar and Souvenirs
Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.
Islamorada
Otherside Boardsports
Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.
Islamorada
Michelle Nicole Lowe, Artist
Michelle Nicole Lowe painted the cover of the 2023 Keys Traveler, a watercolor marking two hundred years of the Florida Keys. She is a fifth-generation Conch whose great-grandfather sailed over from Green Turtle Cay, and she paints the fish, birds and old bridges she grew up around.
Islamorada
Blue Marlin Jewelry
Blue Marlin Jewelry is a family-owned fine jewelry boutique in Islamorada, Florida, offering a curated selection of designer pieces, custom creations, and nautical-themed designs.
Islamorada
Hillbilly Candle Company
Hillbilly Candle Company — hand-poured, strongly scented candles made in the Florida Keys by a family-owned company, where rustic charm meets premium fragrance.
