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 West

Your Island Charter

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

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Islamorada

Allergic to Land Charters

Discover Islamorada's waters with Captain Sue—snorkel, sunset, eco tours.

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

Yankee Freedom Dry Tortugas Ferry

Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

Key Largo

Amoray Dive Resort

Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.

Key Largo

Key Largo Tiki Tours

Float, sip & unwind—tiki cruises and private charters in Key Largo’s waters.

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.

Key West

Key West Coastal Charters

Set sail with Key West Coastal Charters and discover Key West’s famous sandbars on private charters full of snorkeling, dolphin-watching, nature, fishing & more.

Key West

Danger Charters

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

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.