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.
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.
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.
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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Blue Hole Observation Platform
Visit the trail and observation deck at Blue Hole, a cenote-like pond that is the largest body of fresh water in the Florida Keys.
Cap'n Larry Jarboe
Florida Fishing Kayaks offers a wide selection of fishing kayaks, including models from brands like FeelFree, Seastream, and Vibe, catering to various fishing needs and budgets.
Key West Historic Seaport
Key West Historic Seaport is a vibrant waterfront hub with world-class dining, unique shops, water excursions, live music & year-round events in a 20-acre scenic harbor location.
Ocean First Key Largo
Ocean First Key Largo offers personalized diving experiences, including reef and wreck dives, training, and citizen science projects.
Bluewater Adventure
Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.
Boca Chica Marina
Boca Chica Marina on the West side of Boca Chica Key offers boat slips, moorings, and a full range of amenities including dining, beach access, and watersport rentals.
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
Brightwild Adventures
Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.
Key West Pottery
Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.
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.
Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
Wild Dolphin Tours
Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.