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
Key West Artisan Market
Local artisan market in Key West featuring handmade goods, fresh food, live music, and local flavor every season.
Islamorada
Studio Sesh Arts
Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.
Key West
Reef Relief
Nonprofit protecting and restoring Florida’s coral reefs through science, advocacy, and education.
Islamorada
Island Home Garden Center
A lush Florida garden paradise offering plants, patios & peaceful outdoor escapes.
Key West
Whimsy Key West
Whimsy Key West — custom illustration & whimsical art in Key West, where imagination becomes keepsake.
Islamorada
Foraged Living Floral Atelier + Boutique
Handmade floral design, vintage decor & regionally sourced treasures in Islamorada.
Marathon
Island Girl Charters
Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!
Islamorada
Bug Sportfishing and Charters
Bug Sportfishing — private sport-fishing charters in Islamorada, Florida Keys, guided by Capt. James Duncan.
The Lower Keys
WILD about DOLPHINS-Captain Sheri's
Wild About Dolphins — private eco-boat tours and wild dolphin encounters departing from Key West, Florida.
Key West
Blue Horizon Charters
Blue Horizon Charters offers private boat adventures in Key West—ranging from sandbar escapes and snorkeling to sunset cruises—crafted by three lifelong friends passionate about island life and hospitality.
The Lower Keys
Washed Up Key West
Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.
