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.
America's 250 in the Florida Keys
Monroe County is proud to celebrate America’s 250th anniversary with community-wide experiences that honor our nation’s history while showcasing the unique spirit of The Florida Keys.
Historic Pigeon Key
Visitors to Pigeon Key venture back in time to a tiny island that played a tremendous role in the Florida Keys of today.
Florida Keys State Parks
Ten secluded state parks throughout the 125-mile-long Florida Keys include the Keys’ most scenic wide-open spaces for exploration, solitude and...
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Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Pretty Work Charters
Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.
Effusion Gallery
Four thousand square feet over two floors, hung with hyperreal candy wrappers the size of a door and portraits set with Swarovski crystals. It is also open late, which makes it the one gallery on Duval you can walk into after dinner.
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Argo Navis Key West Sailing Charters
Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.
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.
Marathon Pontoon Rental
Explore the Florida Keys in style with premium, dog-friendly pontoon boat rentals!
Reef Quest Tours
ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.
Pirate Flag Pontoons
Pirate Flag Pontoons offers easy, walk-up hourly pontoon rentals out of JD’s Marina, perfect for a fun day on the water with access to nearby sandbars and beaches.
Wicker Sports Complex
Wickers Sports Complex — versatile city-run sports park in Key West featuring leagues, youth football, and open play fields.
Sugar Loaf Lodge
Thirty-one rooms at mile marker 17, every one facing Sugarloaf Sound with its own balcony or patio, thirteen miles up the highway from Key West. A heated pool, a tiki bar, a marina with free dockage and kayaks, and none of the Duval Street crowds or prices.
The Wandering Paddler - Paddle Board Tours & Rentals
We're a mobile SUP guide that brings paddleboarding to you, wherever you are on Big Pine Key or the Lower Keys. SUP rentals, lessons or guided eco-tours through mangroves and on our clear turquoise waters - we come to you!