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
Cozumel Park
Cozumel Park in Key West features a playground, picnic areas, sports field, and the city’s only public splash pad for kids.
Key West
TooKEY's Gallery
TooKEY’s Gallery by Jessica Tookey — expressive fine art, mixed media and photography studio in Key West with custom commissions and lessons.
Key West
CN-it Adventures
CN-IT Adventures offers personalized boat excursions in Key West aboard a 26-foot Twin Vee, delivering custom eco-tours, snorkeling, and island hopping catered to your preferences and weather conditions.
Islamorada
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park — a unique blend of geology, history and nature trails in Islamorada.
Key West
Hands On Clothing
Wearable art, jewelry & confident-style fashion in Key West’s Duval Street boutique.
Key Largo
Largo Cargo Co.
Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.
Marathon
Ski Rental Florida
Wakezone Watersports – your go-to spot in the Keys for jet ski and boat rentals, tours, and water adventures.
Key West
KINO Sandals
Handcrafted leather sandals, made in Key West since 1966 — classic styles for men, women & kids.
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Key West
Life On The Rocks Charters
Life on the Rocks Charters offers fun, customizable boat trips around Key West—sandbar hopping, snorkeling, sunset cruises, and more.
Key West
Bear Holeman Charters
Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.
