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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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

Skydive Key West

Experience tandem skydiving over the turquoise waters of the Keys at Skydive Key West.

Marathon

Manic Sportfishing

Manic Sportfishing is a top-rated Florida Keys fishing charter in Marathon offering private offshore, reef, and family-friendly fishing trips with experienced captains and premium boats.

Key Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key Largo

Blue Water Adventures

Blue Water Adventures offers private fishing charters, snorkeling trips, and sunset cruises aboard a 32-foot Gamefisher, departing from Key Largo Fisheries Marina.

Key West

Six Fins Charters

Private luxury boat and jet ski charters in Key West — explore hidden reefs, sandbars, and dolphin playgrounds.

Islamorada

Pretty Work Charters

Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.

Key Largo

Island Ventures

Explore Key Largo's vibrant reefs with private, expert-led scuba and snorkel tours!

Marathon

Marathon Snorkeling & Sunset Cruise

Explore stunning reefs, sandbars, and sunsets with Marathon's top snorkeling tours!

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

My Ohana Fishing Charters

My Ohana Fishing & Charters offers sport fishing, snorkeling, reef & sandbar tours, and custom boat adventures in Key West.

Marathon

Sweet E'Nuf Charters

Experience top fishing adventures in Marathon, FL with expert captains and unforgettable catches!

Key West

Sunset Watersports Key West

Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.

Key West

Honest Eco Tours

Eco-friendly boat tours led by biologists in Key West

Key West

Fury Water Adventures

Catamarans, parasails, jet skis and a glass bottom boat, running from several docks around Key West including the Historic Seaport and Opal Key. They also rent the golf carts and bikes for the part of the trip that happens on land.