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
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
The Lower Keys
Snapshot Charters
Family-friendly Snapshot Charters offers unforgettable reef to swordfish fishing trips!
Islamorada
Otherside Boardsports
Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.
Marathon
Better Than Most SCUBA
Better Than Most SCUBA is a family-run dive center in Marathon offering all levels of SCUBA instruction, guided reef dives, snorkeling, private charters, spearfishing, and lobstering—everything you need for an unforgettable Florida Keys dive adventure.
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
Key Largo
The Mark Sorensen Youth Sailing Program
Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.
Islamorada
Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
Key West
Magie Ruley-Island Inspirations
Bright, tropical acrylic art by Key West painter Maggie Ruley — bold colors, island scenes, and happy vibes.
The Lower Keys
Captain Hook's Looe Key Reef Adventures
Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!
Marathon
The Lagoon on Grassy Key
Experience thrilling wakeboarding, aqua park fun, and vibrant beer garden vibes at The Lagoon!
Islamorada
Zero Dress Code Boutique
Zero Dress Code — stylish women’s resort wear boutique in the Florida Keys offering unique beach-to-evening fashions.
Key West
Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters
Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.
Key West
Walk The Plank Adventures LLC
Walk The Plank Adventures — private sandbar, island and sunset boat tours departing from Key West.
