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

Making Memories Charters

Making Memories Charters — luxury private and custom boat charters, sandbar tours, snorkeling, island cruises, and sunset experiences in Key West.

Islamorada

Glass Bottom Boats of Islamorada

See Florida Keys marine life through a clear-bottom boat tour.

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.

Islamorada

Reef Quest Tours

ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.

Marathon

Z Flight Watersports | Marathon FL

Zip into the sky with Z-Flight Watersports: parasailing thrills await.

Islamorada

Reel Attack Charters

Reel Attack Charters — full-service fishing charters in Islamorada, where expert guides, big catches and unforgettable Florida Keys experiences converge.

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

Your Island Charter

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

Islamorada

Reef Marine

Boat rentals, snorkel & fishing charters across the Florida Keys

Key West

Casual Monday Charters

Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.

Islamorada

A Family Fun Boat Tour Company

Load up your crew, your cooler and even your dog, then hand the wheel to a Coast Guard certified captain for a private day on the water out of Islamorada. Snorkel the reef, wade out on the sandbar, watch for dolphins in the mangroves or drift through sunset, and the day is yours to build.

The Lower Keys

Keys Boat Tours

Explore Florida Keys' stunning waters with expert-guided boat tours and snorkeling!

Marathon

Marathon Snorkeling & Sunset Cruise

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

Key West

Captain Conch Charters

Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.