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...
Filters
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
Theater of the Sea
Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.
Key Dives
Explore top-rated scuba diving and reef conservation adventures in the Florida Keys!
DRIFT Island Collective
DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.
Wild Lily Boutique
Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.
Amara Cay Resort
Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.
Pretty Work Charters
Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.
Foraged Living Floral Atelier + Boutique
Handmade floral design, vintage decor & regionally sourced treasures in 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.
Aziza Daima Bellydance
Bellydance workouts and live performances by Aziza Daima in the Upper Keys.
Islamorada Luxe Charters
Luxury private boat charters in Islamorada, Florida Keys—Islamorada Luxe Charters offers fully customized, high-end excursions aboard The Bougie Girl, a 28-ft Scout Dorado.
Veteran Sailing Association
Empowering veterans through free sailing instruction, certification, and aquatic therapy in the Florida Keys.
Southern Tide Islamorada
Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.
Blackbeard Private Charters
Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.