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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Marathon
Living Like Larry Charters
Private boat charters in the Florida Keys for unforgettable ocean adventures.
Key West
Florida Keys Air Tours LLC
Experience safe, scenic air tours and expert flight training in the Florida Keys—based at Key West International Airport.
The Lower Keys
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Islamorada
Reef Quest Tours
ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.
Key West
Brightwild Adventures
Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.
Marathon
Marathon Snorkeling & Sunset Cruise
Explore stunning reefs, sandbars, and sunsets with Marathon's top snorkeling tours!
Key West
Salty Soul Charters
Custom private boat charters in Key West offering snorkeling, fishing, eco tours, and sunset cruises.
Marathon
Two Conchs Fishing Charters
A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.
The Lower Keys
Sandbar Somewhere Charter
Sandbar Somewhere Charter, led by Captain Hoyt Watkins, offers relaxed inshore and backcountry fishing trips around Summerland Key and Big Pine Key.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.
Marathon
Custom Cat Charters
Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.
Key West
Blu Q Catamaran
Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.
Marathon
Crazy Banana Charter
Premier private fishing charters and scenic sunset cruises in Marathon and the Florida Keys — target mahi, tuna, wahoo and more with expert captains.
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.
