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
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Marathon
Overseas Aero Tours
Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.
Key West
Dauntless Excursions
Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.
Key Largo
Caribbean Watersports
Private charters, sails, and snorkeling adventures in the Florida Keys.
Key West
Green Turtle Charters
Private charters in Key West offering sandbar trips, snorkeling, eco-tours, and dolphin watching.
Islamorada
Florida Keys Food Tours
Guided culinary tours through Islamorada & Key Largo featuring local eateries, history, and culture.
Islamorada
Florida Keys Watersports
Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.
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
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
Islamorada
Glass Bottom Boats of Islamorada
See Florida Keys marine life through a clear-bottom boat tour.
Islamorada
Blackbeard Private Charters
Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.
Key Largo
Pirate's Choice Sailing Vessel
Sail Key Largo’s pirate ship for sunset & snorkel adventures
Marathon
Island Warbirds - Aerial Tours & Gift Shop
Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.
Key West
Captain Hook's Dive Key West
Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.
Key Largo
AquaLife Charters
AquaLife Charters offers private, customizable boat excursions aboard the 23-foot "Tail Spin," providing personalized experiences such as snorkeling, island hopping, and scenic bayside tours for up to six guests.
