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
Stone Soup Gallery & Frame Shop
Stone Soup Gallery — Key West’s gallery of fine art, crafts & local expressions in a cozy, creative space.
Key Largo
Caribbean Watersports
Private charters, sails, and snorkeling adventures in the Florida Keys.
Marathon
Yacht Haven Boat Rentals
Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Islamorada
Wild Lily Boutique
Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.
Key West
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
Key West
Nu Shuz
A Top Seller Poshmark boutique out of Key West, specializing in bold, statement footwear and accessories.
Islamorada
Sundance Watersports
Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!
The Lower Keys
Artists In Paradise Gallery
Artists in Paradise Gallery is a vibrant co-op gallery on Big Pine Key, showcasing original works by over 40 local artists, including paintings, pottery, glass, and fine crafts.
Key West
Collections Key West
DE LA Gallery — large-format fine art photography in Key West, where museum-quality prints meet bespoke framing.
Key West
Backyards of Key West Gallery
Backyards of Key West Gallery offers vibrant, limited edition Giclée canvas prints capturing the island's iconic cottages, beaches, and landmarks, all handcrafted and ready to hang.
