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

Key West Seaplane Adventures

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

Key West

Sea Monkey Ocean Adventures

Exciting Key West boat tours and ocean adventures — snorkeling, sunset cruises & more.

Key West

Classic Harbor Line Key West

Sail Key West offers unforgettable sunset and specialty cruises aboard the elegant Schooner America 2.0.

Key Largo

Key Largo Parasail

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

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

Islamorada

AquaBlue Adventures Sandbar Charter & Boat Tours

AquaBlue Adventures: Your go-to for expert-guided snorkeling, paddleboarding, and private eco-charters in 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.

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

Reel Attack Charters

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

Key Largo

African Queen

African Queen — historic steamboat canal cruises in Key Largo, made famous by the 1951 film with Humphrey Bogart and Katharine Hepburn.

Key West

Salty Bottom Boats

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

Islamorada

Reef Roamer Catamaran Snorkel Sail

Catamaran snorkeling tours exploring Key Largo’s coral reefs.

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

Reef Quest Tours

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

Marathon

Keys Jet Ski & Boat Rentals

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