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 Tiki Boat
Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12
Islamorada
Seahorse Water Adventures
Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.
Key West
Old Town Trolley Tours Key West
Key West hop-on/hop-off trolley tour with narrated stops & perks.
Key West
Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters
Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.
Islamorada
Reef Quest Tours
ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.
Islamorada
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
Islamorada
Reel Attack Charters
Reel Attack Charters — full-service fishing charters in Islamorada, where expert guides, big catches and unforgettable Florida Keys experiences converge.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain 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.
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
Islamorada Fishing Charters Florida Keys
Offshore and inshore sportfishing charters in Islamorada.
Key Largo
Eye Catcher Charters
Private fishing, snorkeling & sunset charters aboard a 30' Sea Hunt with Captain Bry.
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.
