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 Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Islamorada
Islamorada Art Gallery By Pasta
Marine-inspired art gallery & working studio in Islamorada.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
Marathon
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Key West
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.
Key West
Second Generation Fishing Charters
We Fish Key West — your local charter partner for top offshore, reef, and backcountry fishing adventures.
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.
Marathon
Island Warbirds - Aerial Tours & Gift Shop
Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.
Key West
Backyards of Key West Gallery
Backyards of Key West Gallery offers vibrant, limited edition Giclée canvas prints capturing the island's iconic cottages, beaches, and landmarks, all handcrafted and ready to hang.
Key West
Clinton Square Market
Clinton Square is a small indoor mini-mall in Key West featuring souvenir shops, name-brand sunglasses, clothing, and more.
Islamorada
Islamorada Honey Company
Islamorada Honey Company — raw, unfiltered Florida Keys honey & live bee-relocation services in Islamorada, where sustainability meets sweetness.
Islamorada
MyKeys Tours of Islamorada
MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.
Marathon
Fishing Kings
Marathon Fishing Kings — private reef, wreck & offshore fishing charters in Marathon, where expert guidance meets trophy-fish potential.
