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.
On Island Time at Island Fest
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.
Get back to the roots of the islands
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.
I would walk 120 miles
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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Key West
No Doubt Fishing Charters
No Doubt Charters is a family-owned Key West fishing charter offering sportfishing, snorkeling, and trips to the Dry Tortugas.
The Lower Keys
Big Coppitt Volunteer Fire Department Park
The park includes a basketball court, roller hockey rink, and a handball court. There are six tables and benches available for use.
Islamorada
The Tipsy Octopus
The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.
Key West
Tropically Hip
Shaddow & Fish — stylish resort-wear boutique on Duval Street in Key West for women, men, kids and souvenirs.
Islamorada
Bamboo Charters
Bamboo Charters, led by Captain Matt Bellinger, offers personalized fishing, snorkeling, sandbar, and sunset excursions aboard the "Chubby Mermaid," providing unforgettable experiences in the Florida Keys.
Key West
Island Memories
Island Memories is a quaint establishment nestled in the heart of Key West, FL, offering a unique experience for visitors and locals alike.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
Key West
Wicker Sports Complex
Wickers Sports Complex — versatile city-run sports park in Key West featuring leagues, youth football, and open play fields.
Key West
Archeo Gallery
Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Marathon
Brutus Land and Sea
Fresh seafood market and eatery in Marathon, FL with nationwide shipping!
Islamorada
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
The Lower Keys
Big Pine Key Park
Big Pine Community Park is a vibrant, waterfront recreation hub on Big Pine Key, offering tennis, basketball, bocce, a skate park, playgrounds, a fitness trail, and a spacious community center.
