Model train and figure in a colorful outdoor theme park setting.

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 Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key West

Sebago Watersports

Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

Key West

Danger Charters

Experience unforgettable Key West sailing, snorkeling, and sunset cruises!

Islamorada

Chris Clearwater Charters

Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.

Marathon

Living Like Larry Charters

Private boat charters in the Florida Keys for unforgettable ocean adventures.

Key West

Key West Conch Life Charters

Customize your perfect Key West adventure with fishing, snorkeling, and sunset cruises!

Key West

Your Island Charter

Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.