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
Up The Keys Tours
Up The Keys — immersive land-based eco-tours through the Florida Keys with expert local guides and scenic drives along the Overseas Highway.
Key Largo
Upper Keys Sailing Club
Upper Keys Sailing Club — community sailing club and regatta venue on Buttonwood Sound in Key Largo, Florida.
Marathon
Sea Bird Marina
Full-service Long Key marina offering slip rentals, boat launch, fuel, rentals & bait shop.
The Lower Keys
Bernstein Park
Bernstein Park on Stock Island is a vibrant community recreation area featuring baseball, soccer, and basketball fields, playgrounds, a fitness court, and a community center—all open daily from 7 a.m. to 10 p.m.
Marathon
Starfish Marathon Snorkeling Tours
Explore vibrant coral reefs and marine life on fun, family-friendly snorkeling tours in Marathon!
Key Largo
Sandpiper
Curated women’s, men’s, and children’s fashion and unique gifts in the Ocean Reef community.
The Lower Keys
Good Food Conspiracy
Organic market and juice bar in Big Pine Key offering vegan wraps, smoothies, and holistic wellness products.
Key West
Key West Island Bookstore
Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.
Islamorada
Pelagic Raptors Charters
Cast lines with Captain Mike on Pelagic Raptors fishing charters
Key West
Mac's Sea Garden
Mac’s Sea Garden is a historic gift shop in the Seaport offering souvenirs, local art, decor, and quirky Key West finds.
Marathon
Burdines Waterfront Restaurant & Marina
Burdine's Waterfront is a relaxed, family-friendly bar and grill in Marathon, Florida, serving fresh seafood, classic American dishes, and offering scenic waterfront dining with views of Boot Key Harbor.
Key Largo
RR Island Boutique
Stylish, affordable women’s boutique in Key Largo — RR Island Boutique
Islamorada
Florida Keys Fishing and Eco-Tours
Tarpon specialists delivering snag-free charters & gear to reel in the Silver King.
Key West
Key West Shells & Gifts
Gift shop selling souvenirs and vacation mementos, such as flamingos and magnets.
