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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Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Key West
Key West Ghost Tours: Southernmost Shadows and Ghosts
Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.
Key Largo
Key Largo Parasail
USCG-certified parasail adventures: soar over Key Largo’s waters in style.
Key West
Key West Coastal Charters
Set sail with Key West Coastal Charters and discover Key West’s famous sandbars on private charters full of snorkeling, dolphin-watching, nature, fishing & more.
Key West
Bear Holeman Charters
Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.
Marathon
Aqua Leisure Boat Tours
Aqua Leisure Boat Tours offers private, all-inclusive charters with licensed captains, providing a 25-foot Cobia deck boat equipped for snorkeling, sunset cruises, sandbar trips, and more, accommodating up to 6 guests.
Key West
Ghosts & Gravestones Tour Key West
Nighttime trolley tour revealing Key West’s haunted history, including eerie tales and historic sites.
Key West
Key West Ghost And Mysteries Tour
Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.
Key Largo
Kickin It In The Keys Charters
Experience Florida Keys fishing adventures with Captain Forrest.
Islamorada
Forever Young Charter Company
Private dive, snorkel, spearfishing & fishing charters in the Florida Keys.
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
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
Islamorada
Wild Dolphin Tours
Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.
Key West
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
