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

Green Turtle Charters

Private charters in Key West offering sandbar trips, snorkeling, eco-tours, and dolphin watching.

Key West

Your Island Charter

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

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.

Islamorada

KeyZ Charters

Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!

Islamorada

Anchors Away Boat Rentals and Tours

Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.

Key West

Key West Seaplane Adventures

Soar over crystal waters and land on the Gulf—Key West’s premier seaplane tours to Dry Tortugas and beyond.

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

Overseas Aero Tours

Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.

Marathon

Custom Cat Charters

Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.

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.

Islamorada

Coral Keys Adventures

Coral Keys Adventures, founded by longtime Islamorada captain Rebekah Susa, offers immersive boat tours that blend snorkeling, history, and adventure at iconic sites like Alligator Lighthouse and Indian Key.

Key West

Salty Bottom Boats

Salty Bottom Boat — private custom charters in Key West for sandbar parties, sunset cruises & island adventures.

Marathon

Living Like Larry Charters

Private boat charters in the Florida Keys for unforgettable ocean adventures.

Islamorada

Deep Sea Scuba

Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.

Key West

Old Town Trolley Tours Key West

Key West hop-on/hop-off trolley tour with narrated stops & perks.