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
Fury Water Adventures
Fury Water Adventures offers the ultimate Key West experience, from thrilling water excursions to convenient land rentals
Key Largo
Pirates Cove Watersports
Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.
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.
Key Largo
Eye Catcher Charters
Private fishing, snorkeling & sunset charters aboard a 30' Sea Hunt with Captain Bry.
Islamorada
Pretty Work Charters
Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.
The Lower Keys
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Key Largo
Island Ventures
Explore Key Largo's vibrant reefs with private, expert-led scuba and snorkel tours!
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
Cow Key Marina
Cow Key Marina is a full-service waterfront hub in Key West offering boat and jetski rentals, watersport tours, a waterfront restaurant, and even daily manatee sightings.
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.
Key West
Captain Hook's Dive Key West
Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.
Islamorada
Reef Quest Tours
ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.
Key West
Argo Navis Key West Sailing Charters
Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.
Key West
Cora Beth Fishing
Cora Beth Fishing offers personalized, limited-load party boat and private fishing charters from Key West Bight Marina.
