Captain Tony's Saloon, Key West
Captain Tony's Saloon is housed in a building that has a history as colorful as the town of Key West itself. First built in 1852, the property once served as a morgue, a wireless telegraph station, and later, as a bordello, and a bar popular with the Navy, known as the First National Bank Saloon. During Prohibition, it housed several speakeasies, the last of which was named The Blind Pig and specialized in gambling, women, and bootleg rum.
The location has a rather macabre story to it. There once was a hanging tree standing in its center that was used for public executions – several men are said to have been hung here for piracy. Supposedly, there are bodies still buried underneath the floor (several gravestones reportedly to be found somewhere near the pool tables area). They say the place is also haunted by the infamous "lady in blue" ghost.
In the 1930s, the joint was renamed Sloppy Joe's and is where Hemingway did most of his drinking, while in Key West. In 1968, Tony Tarracino (called Captain Tony), a local charter boat captain, purchased the property, idled for many years by that time, and named it Captain Tony's Saloon.
Eventually, the place has become a cultural icon in Key West, patronized by many well-known artists, writers, and celebrities. A peculiar feature at the bar is that whenever a celebrity guest visits, a bar stool is added with that patron's name on it. Among those whose names have been inscribed on stools at Captain Tony's over the years are Truman Capote, Jimmy Buffett, Shel Silverstein, John Prine, John F. Kennedy, Harry Truman, Bob Dylan, and, of course, Ernest Hemingway himself.
Known for its quirky decor and unique atmosphere, the bar is filled with memorabilia, including license plates, bras, and countless dollar bills and bras hanging from the ceiling. With so much history, this is definitely a spot worth checking out… if you don't mind drinking while standing on someone's grave, that is.
Tip:
Above the sign outside the building is a large Jewfish that Captain Tony caught and preserved. It is said that if you throw a quarter into its mouth, good luck will follow you until you leave the island.
The location has a rather macabre story to it. There once was a hanging tree standing in its center that was used for public executions – several men are said to have been hung here for piracy. Supposedly, there are bodies still buried underneath the floor (several gravestones reportedly to be found somewhere near the pool tables area). They say the place is also haunted by the infamous "lady in blue" ghost.
In the 1930s, the joint was renamed Sloppy Joe's and is where Hemingway did most of his drinking, while in Key West. In 1968, Tony Tarracino (called Captain Tony), a local charter boat captain, purchased the property, idled for many years by that time, and named it Captain Tony's Saloon.
Eventually, the place has become a cultural icon in Key West, patronized by many well-known artists, writers, and celebrities. A peculiar feature at the bar is that whenever a celebrity guest visits, a bar stool is added with that patron's name on it. Among those whose names have been inscribed on stools at Captain Tony's over the years are Truman Capote, Jimmy Buffett, Shel Silverstein, John Prine, John F. Kennedy, Harry Truman, Bob Dylan, and, of course, Ernest Hemingway himself.
Known for its quirky decor and unique atmosphere, the bar is filled with memorabilia, including license plates, bras, and countless dollar bills and bras hanging from the ceiling. With so much history, this is definitely a spot worth checking out… if you don't mind drinking while standing on someone's grave, that is.
Tip:
Above the sign outside the building is a large Jewfish that Captain Tony caught and preserved. It is said that if you throw a quarter into its mouth, good luck will follow you until you leave the island.
Want to visit this sight? Check out these Self-Guided Walking Tours in Key West. Alternatively, you can download the mobile app "51±¬ÁÏÍø: Walks in 1K+ Cities" from Apple App Store or Google Play Store. The app turns your mobile device to a personal tour guide and it works offline, so no data plan is needed when traveling abroad.
Captain Tony's Saloon on Map
Sight Name: Captain Tony's Saloon
Sight Location: Key West, USA (See walking tours in Key West)
Sight Type: Disco/Nightclub
Guide(s) Containing This Sight:
Sight Location: Key West, USA (See walking tours in Key West)
Sight Type: Disco/Nightclub
Guide(s) Containing This Sight:
Walking Tours in Key West, Florida
Create Your Own Walk in Key West
Creating your own self-guided walk in Key West is easy and fun. Choose the city attractions that you want to see and a walk route map will be created just for you. You can even set your hotel as the start point of the walk.
Key West Bar Hopping
Key West, Florida is often referred to as "an amusement park for adults fueled with alcohol" and is widely renowned for its diverse and vibrant bar scene. Blessed with a tropical climate and stunning ocean views, the city enjoys a relaxed, anything-goes attitude which after dusk transforms into lively nightlife centered around the many watering holes and clubs lining the streets of the... view more
Tour Duration: 1 Hour(s)
Travel Distance: 1.3 Km or 0.8 Miles
Tour Duration: 1 Hour(s)
Travel Distance: 1.3 Km or 0.8 Miles
Key West Introduction Walking Tour
For the historically curious as well as for party-goers or laid-back drifters, Key West is a small paradise at the end of U.S. Route 1, on the southernmost tip of the continental United States, in the Florida Keys archipelago. The installed here Southernmost Point landmark reminds of this fact and is a popular spot for photos and selfies.
Key West is blessed with beautiful nature, indeed. Here,... view more
Tour Duration: 3 Hour(s)
Travel Distance: 4.0 Km or 2.5 Miles
Key West is blessed with beautiful nature, indeed. Here,... view more
Tour Duration: 3 Hour(s)
Travel Distance: 4.0 Km or 2.5 Miles
Useful Travel Guides for Planning Your Trip
Top 12 Bars in Key West, Florida
Drinking is a way of life in Key West. Whether you want a perfectly poured Guinness or would rather sip frozen rum runners while watching the sun set, the Southern Most City has everything to offer. This guide will help you find the most popular bars and hidden local favorites on Duval Street and...