Sightseeing
From quirky tours to can’t-miss landmarks, sightseeing in The Florida Keys is anything but ordinary - on island or at sea. Hop on a trolley or the iconic Conch Train, set sail on a charter, or wander museums filled with history, art, and stories you couldn’t make up if you tried. Key West’s haunted tours add a spooky thrill, while scenic drives and hidden stops up and down the island chain reveal the Keys’ offbeat charm. These listings connect you with the guides, tours, and attractions that turn “just looking around” into a true island adventure.
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Key West
Island Vibe Charters
Private Key West boat charters: sandbars, reefs & sunshine memories await.
Key Largo
Capt. Sterling's Everglades Tour
Captain Sterling's Everglades Eco-Tours offers personalized, small-group boat excursions through the Everglades National Park, Pennekamp Park, and Florida Bay, led by experienced guides passionate about wildlife conservation.
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boats, jet skis and the Lignumvitae ferry, all out of Robbie's Marina at mile marker 77.5 bayside. The ferry runs Friday through Sunday afternoons to an island you cannot otherwise reach without a boat.
Key Largo
Caribbean Watersports
Private charters, sails, and snorkeling adventures in the Florida Keys.
Key West
FishMonster & IslandJane Charters
A family run outfit fishing Key West since 2006, with boats at three Old Town docks: a 64 foot air conditioned catamaran running $85 half day party trips, a fleet of sportfishers, and a 52 foot sailing ketch for sunset charters and weddings. Fishing license and bait come included in the party boat fare.
Marathon
Fly Heli Florida Keys
Soar over the stunning Florida Keys with Fly Heli Tours for breathtaking island views!
Marathon
Hawks Cay Marina
Hawks Cay Marina on Duck Key offers wet slips, fuel, fishing charters and convenient access to the waters of the Middle Florida Keys.
Key West
Rusty's Bucket Charters
Rusty's Bucket Charters offers private fishing trips, snorkeling, sunset cruises, and sandbar adventures aboard a 24' Sea Hunt center console. Led by Captain Russ, they provide a hands-on experience for up to six guests, with trips tailored to your preferences.
Marathon
Island Girls Excursions
Island Girls Excursions — premier boat tours and sandbar adventures in Marathon, Florida Keys, offering unforgettable sunset cruises and private island experiences.
Key West
Off the Charts!
Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.
Marathon
Pigeon Key and Marine Science Center
Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key
Marathon
Island Girl Charters
Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!
Marathon
SS Pops Two Conchs Island Tours
Explore stunning Florida Keys boat tours with Two Conchs Island Tours!
