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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The Lower Keys
Keys Boat Tours
Explore Florida Keys' stunning waters with expert-guided boat tours and snorkeling!
Key West
Fly-Key West Helicopter Tours
Soar above Key West in a helicopter tour — scenic, adventurous, unforgettable.
Key West
Blu Q Catamaran
Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.
Key West
Screaming Lines Adventures
Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.
Key Largo
Amoray Dive Resort
Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.
Weddings Max
60
Meetings Max
60
Key West
Reel Paradise Charters
Experience unforgettable days on the water in the Florida Keys with private and shared charters from Key West.
Key West
Yankee Freedom Dry Tortugas Ferry
Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.
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.
Marathon
Marathon Mermaid Charters
Marathon Mermaid Charters offers sunset cruises, sandbar adventures, and reef snorkeling trips from Marathon, FL — fun for all ages.
Marathon
Pigeon Key and Marine Science Center
Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key
Key West
FishMonster & IslandJane Charters
Key West’s premier fishing and adventure charters, offering everything from party boat fishing to private eco-tours and sunset sails.
Key West
Cora Beth Fishing
Cora Beth Fishing offers personalized, limited-load party boat and private fishing charters from Key West Bight Marina.
Key West
Namaste' Eco Excursions
Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.
