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
Walk The Plank Adventures LLC
Walk The Plank Adventures — private sandbar, island and sunset boat tours departing from Key West.
Key West
Skydive Key West
Experience tandem skydiving over the turquoise waters of the Keys at Skydive Key West.
Key West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
Islamorada
Ocean Drive Indoor Golf
Golf Ocean Drive offers indoor golf simulator bays for players of all ages and skill levels in a fun, climate-controlled setting in Islamorada.
Key West
A & B Marina
A&B Marina is a premier full-service marina in Key West’s Historic Seaport, offering dockage for yachts up to 215 feet with top amenities, dining, and charters.
Islamorada
Keys Mercantile
Keys Mercantile in Islamorada, Florida Keys is your go-to hardware and home supply store with tools, paint, gifts, and expert service.
Islamorada
Old Conch Harbor
Dockside Rawbar & Grill in Upper Islamorada serves fresh local seafood with a market on site, plus water sports, fishing, and excursions. Call 305-853-1010.
USCGC Ingham Maritime Museum
USCGC Ingham Memorial Museum — historic Coast Guard cutter & floating maritime museum in Key West, where legends of service meet immersive history.
Marathon
Custom Cat Charters
Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.
Key Largo
Horizon Divers
Explore vibrant reefs and shipwrecks with expert scuba training and tours in Key Largo!
