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
Reel Fresh Fishing
Reel Fresh Fishing — private fishing charters in Key West, where expert captains and top-tier gear deliver unforgettable deep-sea, reef and wreck experiences.
Islamorada
Friend With A Boat Charters
Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Key West
Salty Bottom Boats
Salty Bottom Boat — private custom charters in Key West for sandbar parties, sunset cruises & island adventures.
Key Largo
Blue Water Adventures
Blue Water Adventures offers private fishing charters, snorkeling trips, and sunset cruises aboard a 32-foot Gamefisher, departing from Key Largo Fisheries Marina.
Marathon
Living Like Larry Charters
Private boat charters in the Florida Keys for unforgettable ocean adventures.
Marathon
Two Conchs Fishing Charters
A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.
Key West
Casual Monday Charters
Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.
Key West
Key West Water Tours
Thrilling 2-hour guided jet ski tours exploring stunning Key West waters!
Key West
Walk The Plank Adventures LLC
Walk The Plank Adventures — private sandbar, island and sunset boat tours departing from Key West.
Key West
Keys Seaplanes
Fly in style over Florida’s waters — Keys Seaplanes offers private amphibious charters and scenic flights across the Keys.
Key West
Florida Keys Flight Academy Key West
Florida Keys Flight Academy — flight training and scenic tours in Marathon, where aspiring pilots and adventure seekers soar over the stunning Florida Keys.
Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
Marathon
Fishing Kings
Marathon Fishing Kings — private reef, wreck & offshore fishing charters in Marathon, where expert guidance meets trophy-fish potential.
