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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Marathon
Duck Key Watersports
Duck Key Watersports offers unforgettable on-the-water adventures in the Florida Keys, from jet skis and paddleboards to kayaking and snorkeling.
Marathon
Salt Dance Boat Tours
Custom private boat excursions in Marathon with sandbar trips, snorkeling adventures, and sunset cruises on a pet-friendly deck boat for families and friends.
Key West
Keys Seaplanes
Fly in style over Florida’s waters — Keys Seaplanes offers private amphibious charters and scenic flights across the Keys.
Key West
Sea Monkey Ocean Adventures
Exciting Key West boat tours and ocean adventures — snorkeling, sunset cruises & more.
Key West
Dauntless Excursions
Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.
The Lower Keys
WILD about DOLPHINS-Captain Sheri's
Wild About Dolphins — private eco-boat tours and wild dolphin encounters departing from Key West, Florida.
Key Largo
Key Largo Princess Glass Bottom Boat
Glass-bottom cruises over Molasses Reef—see the reef without getting wet.
Key West
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
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
Forever Salty Charters LLC
Private snorkeling, sandbar, sunset & eco-tours from Islamorada.
Key West
Fly-Key West Helicopter Tours
Soar above Key West in a helicopter tour — scenic, adventurous, unforgettable.
Key West
Island Vibe Charters
Private Key West boat charters: sandbars, reefs & sunshine memories await.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Islamorada
KeyZ Charters
Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!
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
