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

Key Largo Parasail

USCG-certified parasail adventures: soar over Key Largo’s waters in style.

Key West

Salty Soul Charters

Custom private boat charters in Key West offering snorkeling, fishing, eco tours, and sunset cruises.

Key West

Keys Seaplanes

Fly in style over Florida’s waters — Keys Seaplanes offers private amphibious charters and scenic flights across the Keys.

Marathon

Two Conchs Fishing Charters

A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.

Key West

Danger Charters

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

Key West

Dauntless Excursions

Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.

Key West

Aquaholics Charters

Aquaholics Charters offers private, customizable boat tours aboard a brand-new 2022 21' Tahoe, providing a stylish and comfortable way to explore the Florida Keys.

Marathon

Island Warbirds - Aerial Tours & Gift Shop

Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.

Islamorada

Florida Keys Food Tours

Guided culinary tours through Islamorada & Key Largo featuring local eateries, history, and culture.

Marathon

Pigeon Key and Marine Science Center

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

Islamorada

Coastal Outfitters Sport Fishing Charters

Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.

Key Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key West

Laid Back Key West

Custom Key West boat charters - your trip, your way.

Key West

Up The Keys Tours

Up The Keys — immersive land-based eco-tours through the Florida Keys with expert local guides and scenic drives along the Overseas Highway.

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.