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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Key Largo
Shell World
Iconic Florida Keys gift emporium offering shells, décor, resort wear & island treasures.
Marathon
Sweet Savannah's Bake Shop
Sweet Savannah’s — cozy Key West bakery & café serving homemade breads, sandwiches, pastries, and island comfort
Key West
Key West Art Center & Gallery
Experience the vibrant creativity of Key West with local paintings, sculptures, and unique crafts. A must-visit for art lovers.
Islamorada
Sway Islamorada
Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Islamorada
Blackbeard Private Charters
Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.
Marathon
Aqua Leisure Boat Tours
Aqua Leisure Boat Tours offers private, all-inclusive charters with licensed captains, providing a 25-foot Cobia deck boat equipped for snorkeling, sunset cruises, sandbar trips, and more, accommodating up to 6 guests.
Marathon
Driftwood Marina & Storage
Boat storage, Bottom painting, Underwater gear service. Our storage area is outdoors and for vessels only month to month for long term.
Islamorada
Bluewater Adventure
Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.
Islamorada
Alligator Reef Light House
Alligator Reef Sanctuary Preservation Area is a 0.32-square-mile protected marine zone in the Florida Keys, renowned for its diverse coral reef ecosystem and the iconic black-and-white lighthouse visible from the Overseas Highway.
Marathon
Uniques
Uniques Gifts — one-stop island retail spot in Marathon offering an eclectic mix of apparel, souvenirs, and coastal-inspired accessories.
Key West
Captain Rios Charters
Captain Rio's Charters offers personalized, adventure-filled boating experiences in Key West, specializing in spearfishing, lobstering, island exploration, and water-based activities aboard a 32-foot Stamas vessel.
Marathon
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Marathon
Saloon Surf Shop
Your Keys’ surf & watersports marketplace — gear, art, and island vibes at Saloon Surf.
