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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Islamorada

Lightly Salted Charters

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

Islamorada

Forever Young Charter Company

Private dive, snorkel, spearfishing & fishing charters in the Florida Keys.

Islamorada

Bluewater Adventure

Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.

Marathon

Crazy Banana Charter

Premier private fishing charters and scenic sunset cruises in Marathon and the Florida Keys — target mahi, tuna, wahoo and more with expert captains.

Islamorada

Wild Dolphin Tours

Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.

Marathon

Captain Hook’s Marina and Dive Center

Explore award-winning Florida Keys adventures with Captain Hook’s Marina & Dive Center!

Key West

Lost Reef Adventures

Lost Reef Adventures is a 5-Star PADI dive center in Key West offering daily scuba diving, snorkeling trips, certifications, sunset cruises, and private charters—all backed by 30 years of experience and full-service gear support.

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

Aqua Leisure Boat Tours

Aqua Leisure Boat Tours offers private, all-inclusive charters with licensed captains, providing a 25-foot Cobia deck boat equipped for snorkeling, sunset cruises, sandbar trips, and more, accommodating up to 6 guests.

Marathon

Solé Watersports

Explore stunning snorkeling, sandbar swims, and sunset cruises in Marathon, FL!

Key West

Key West Ghost And Mysteries Tour

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.

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

Florida Keys Air Tours LLC

Experience safe, scenic air tours and expert flight training in the Florida Keys—based at Key West International Airport.

Key West

Danger Charters

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

Key Largo

Captain Stewys Charters

Captain Stewy's Charters offers private, personalized boat excursions in Key Largo, specializing in snorkeling trips, sandbar tours, eco tours, and sunset cruises for up to six guests.