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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Marathon
Fish 'n Fun Boat Rentals
Affordable boat rentals with a variety of vessels, including center consoles and deck boats, at Duck Key Marina.
Islamorada
Lignumvitae Key Botanical State Park
Lignumvitae Key: boat-access tropical hammock and historic Matheson home.
Islamorada
Flying Fisherman Sunglasses & Apparel
Polarized eyewear and fishing gear made by anglers, for anglers — affordability meets performance.
Marathon
Crane Point Hammock Museum & Nature Trails
Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.
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Key West
Wicker Sports Complex
Wickers Sports Complex — versatile city-run sports park in Key West featuring leagues, youth football, and open play fields.
Marathon
Two Conchs Fishing Charters
A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.
Marathon
Cool Guy Stuff
Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.
Marathon
The Rhum Runner Aqua Park
Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.
The Lower Keys
Coupon Bight Aquatic Preserve
Coupon Bight Aquatic Preserve is a 5,400-acre protected area south of Big Pine Key, where vibrant seagrass beds, coral patch reefs, mangroves, and hard-bottom habitats support rich marine biodiversity.
Islamorada
Seaside Glassworks
Handcrafted glass art inspired by coastal beauty—discover unique creations!
Key West
Fausto's Food Palace
Key West’s oldest grocery store since 1926, offering gourmet groceries, deli, seafood, and home delivery.
Key West
Cabana Club
The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.
