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

Six Fins Charters

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

Marathon

Island Girl Marathon

Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!

Key West

Namaste' Eco Excursions

Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.

Marathon

Pigeon Key and Marine Science Center

Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key

Islamorada

Lightly Salted Charters

Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.

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.

Islamorada

Easy Livin' Charter Boat

Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.

Key West

Rusty's Bucket Charters

Rusty's Bucket Charters offers private fishing trips, snorkeling, sunset cruises, and sandbar adventures aboard a 24' Sea Hunt center console. Led by Captain Russ, they provide a hands-on experience for up to six guests, with trips tailored to your preferences.

Key West

Key West Conch Life Charters

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

Key West

Hunter SportFishing

Veteran-led fishing charters in Key West.

Key West

Cow Key Marina

Cow Key Marina is a full-service waterfront hub in Key West offering boat and jetski rentals, watersport tours, a waterfront restaurant, and even daily manatee sightings.

Key West

Key West Water Tours

Thrilling 2-hour guided jet ski tours exploring stunning Key West waters!

Key West

Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters

Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.

Marathon

Keys Jet Ski & Boat Rentals

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