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
Mattheessen's
Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.
Marathon
Sailing Catamaran Sirius - Ocean Sailing Inc
Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.
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.
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 Largo
Let It Ride Charters
Let It Ride Charters offers private fishing, snorkeling, and dive trips from Key Largo—gear, bait, licenses included, tailored for all skill levels.
Islamorada
Paddle the Florida Keys
Explore mangroves & wildlife on kayak tours with Paddle! the Florida Keys.
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Key Largo
Stream2Sea SPF
Stream2Sea — environmentally responsible, reef-safe skincare and body care for ocean lovers.
Key West
Cora Beth Fishing
Cora Beth Fishing offers personalized, limited-load party boat and private fishing charters from Key West Bight Marina.
Islamorada
Michelle Nicole Lowe, Artist
Michelle Nicole Lowe creates vivid watercolors and gallery art in Islamorada, celebrating Keys marine life and conservation.
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.
