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
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Marathon
Marathon Yacht Club
Exclusive waterfront community with boating, dining, and social events.
Key Largo
Blue Water Adventures
Blue Water Adventures offers private fishing charters, snorkeling trips, and sunset cruises aboard a 32-foot Gamefisher, departing from Key Largo Fisheries Marina.
Bayshore Clothing
Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.
Key West
Mama's Garden Center
Mama’s Garden Center: the largest nursery in the Florida Keys, offering native plants, palms, trees, hardscaping, design & installation services.
Islamorada
Lignumvitae Key Botanical State Park
Lignumvitae Key: boat-access tropical hammock and historic Matheson home.
Key West
Cora Beth Fishing
Cora Beth Fishing offers personalized, limited-load party boat and private fishing charters from Key West Bight Marina.
Islamorada
Jolene's Hidden Treasures and Boutique
Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.
Islamorada
Crustacean Plantation
Crustacean Plantation Inc. is a nonprofit sanctuary in Tavernier dedicated to conserving native Florida Keys hermit crabs—known as "Purple Pinchers"—through habitat support, education, and community outreach.
Key West
Hammerhead Surf Shop
Style + surf gear in Key West’s Historic Seaport — top apparel, shades & beach vibes.
Islamorada
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Islamorada
Sand Dollar Boat Rentals
Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.
Key West
Sugar Shark Market
Sugar Shark Market — Key West’s eclectic shop offering local art, surf gear, apparel, and coastal finds.
