Key West is known for its turquoise waters, pastel conch houses, and lively Duval Street nightlife, but beneath the sunshine and island charm lies a spookier side. The “Southernmost City” is also one of the most haunted places in the United States, with chilling tales dating back to the 1800s. If you’re planning a visit and love a good ghost story, you’ll find no shortage of eerie experiences. From haunted mansions to ghost tours after dark, here’s your guide to the supernatural side of Key West.
Robert the Doll at Fort East Martello Museum
Start your haunted adventure with Key West’s most infamous resident: Robert the Doll. You might recognize Robert; he’s been covered on several television shows, including Ghost Adventures. Housed at the Fort East Martello Museum, Robert was once owned by local artist Robert Eugene Otto, who blamed the doll for strange occurrences and misfortunes. Visitors today still claim that Robert moves, giggles, and even causes camera malfunctions—unless you ask permission before taking his photo.
The Hemingway House
Next, visit the Ernest Hemingway Home & Museum, where the ghost of the famous writer reportedly lingers. Tour guides have shared stories of unexplained footsteps, flickering lights, and the feeling of being watched. While the cats (descendants of Hemingway’s six-toed felines) are friendly, the energy in some rooms is undeniably eerie.
The Ghosts of Captain Tony’s Saloon
No haunted Key West itinerary is complete without a stop at Captain Tony’s Saloon, which is said to be the oldest bar in Florida. Before it became a watering hole, the building served as a morgue, speakeasy, and gambling den. Patrons and staff alike report ghostly figures, sudden cold drafts, and even phantom whispers. Grab a drink—if you dare—and soak in the haunted history.
Key West Haunted Tours
To dive deeper into the city’s ghostly past, book a guided tour with experts who know every haunted corner. There are several haunted tour companies in Key West. Ghosts & Gravestones offers a trolley ride into Key West’s dark side, complete with tales of murder, mystery, and mayhem. Haunted Key West is another option, offering guided walking tours through the Old Town’s most haunted streets and buildings, a Robert the Doll experience, and more.
Welcoming Accommodations in Key West
Whether you’re here for the ghosts, the sunsets, or the cocktails, the team at Compass Realty is happy to offer the perfect place to rest your head. Our Key West vacation rentals span historic Old Town, Truman Annex, and beyond, offering something for every escape. Let us help you find a home base that’s full of charm, not chills.
Book your stay with Compass Realty online and experience the best of Key West. For more information, please give us a call at 305-292-1881.
