Key West Dark Side History Walking Tour

The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacious past. We will discuss pirates, Count Von Cosel, Robert the Doll, and The Hemingway House. We will tell you all about the grisly murders, suicides, and demonic deeds.

Meeting Point

401 Duval St

401 Duval St, Key West, FL 33040, USA

The Corner of Duval Street and Eaton Street, outside of St. Paul's Episcopal Church. We will be directly across from River Street Sweets, located at 400 Duval Street.

What's included:

• An incredible tour guide and 90 minutes of spooky fun!

Not included:

• Gratuity
• Hotel Pickup or Drop-Off
• No entry inside private locations

What to expect:

Duration: 1 hour, 30 minutes

St. Paul's Episcopal Church

401 Duval St, 33040-6550, Florida

The tour meets on the corner of Duval Street and Eaton Street outside of the gates of St. Paul’s Episcopal Church located at 401 Duval St, Key West, FL 33040.

15 minutes

The Artist House

534 Eaton St, Key West, FL 33040, USA

Hear about Robert the Doll at this stop.

15 minutes

Dean-Lopez Funeral Home

418 Simonton St, Key West, FL 33040, USA

At this stop you will hear about an infamous necrophile.

15 minutes

Crowne Plaza Key West-La Concha, an IHG Hotel

430 Duval St, Key West, FL 33040, USA

Hear about the the history of the tallest building in Key West

15 minutes

Marrero's Guest Mansion

410 Fleming St, Key West, FL 33040, USA

Hear about the history of this house built by Francisco Marrero in 1889.

15 minutes

322 Duval St

322 Duval St, Key West, FL 33040, USA

Visit Captain Francis Watlington's house, aka the Oldest House in Key West.

15 minutes

Audubon House & Tropical Gardens

205 Whitehead St, , 33040-6522, Florida

At this stop you will hear about the 19th-century mansion which was built by Captain John H. Geiger.

15 minutes

Capt. Tony's Saloon

428 Greene St, , 33040-6567, Florida

Hear about the haunted history of Captain Tony's Saloon.

15 minutes