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

Amoray Dive Resort

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

Weddings Max
60
Meetings Max
60

Key West

Key West Sandbar Tours

Escape to hidden sandbars with Key West Sandbar Charters — private boat tours (small or large groups), crystal waters, sun, fun & photo-perfect views.

Key Largo

Eazy Goings

Custom boat charters and watersports adventures in Key Largo.

The Lower Keys

Saltwater Seafari

Explore the best private snorkeling and boat tours in the Florida Keys with Saltwater Seafari — where adventure meets paradise.

Key West

Reel Paradise Charters

Experience unforgettable days on the water in the Florida Keys with private and shared charters from Key West.

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

Marathon

Keys Jet Ski & Boat Rentals

High-octane jet ski rentals and guided water adventures in the Florida Keys.

Key Largo

Pirates Cove Watersports

Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.

Key West

Honest Eco Tours

Eco-friendly boat tours led by biologists in Key West

Key West

Bear Holeman Charters

Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.

Key West

Off the Charts!

Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.