Captain Tony's Saloon, Key West, Florida (USA)

Located in the heart of Key West, Florida, Captain Tony’s Saloon is not just a bar but a cultural landmark steeped in rich history. Established in 1851 as an ice house that doubled as the city morgue, it later transformed into a saloon where famed personalities like Ernest Hemingway frequented. The bar is renowned for its enticing atmosphere, walls adorned with business cards, and bras hanging from the ceiling, each item telling its own unique story. Visitors can enjoy live music, potent drinks, and engrossing tales of its ghostly past.

For a truly authentic experience, grab a seat at the bar and order Captain Tony’s special, a house cocktail known to kickstart lively conversations and memorable evenings.

To make the most out of your visit, plan to attend one of the live music evenings. This combines Captain Tony’s historical vibes with enjoyable contemporary beats, perfectly blending past and present.

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Captain Tony’s Saloon: A Slice of Key West History

Captain Tony’s Saloon in Key West, Florida is not just a bar; it’s a historical monument steeped in the rich, eclectic history of Key West. Originally opened in 1851 and having served as an icehouse and morgue, this place became a saloon in 1933, famously known as Sloppy Joe’s, a favorite haunt of the legendary writer Ernest Hemingway. In the 1950s, it was renamed after Captain Tony Tarracino, a charismatic local figure who later became Key West’s mayor. The saloon’s walls, filled with business cards, dollar bills, and mementos, tell stories of its visitors over the years, from celebrities to wandering souls, making it a fascinating snapshot of American cultural history and a must-visit for tourists seeking an authentic Key West experience.

Explore the Charm and Legacy

Visiting Captain Tony’s Saloon offers more than just a drinking spot; it’s an immersion into the past. Every corner of the saloon has a story, with relics and memorabilia that date back to its days as a morgue and icehouse. Guests can enjoy live music, often featuring local artists that uphold the island’s musical traditions, and participate in the annual Hemingway Look-Alike Contest held in July. The saloon’s famous Hanging Tree, a former execution site, now supports the structure of the building and adds a unique, albeit macabre, element to its décor.

A Haunting Past

One of the most intriguing features of Captain Tony’s Saloon is the infamous “Hanging Tree” that grows through the center of the bar. Historical records suggest that as many as 16 people were executed from this very tree, including a woman wrongfully accused of murder. Today, it stands as a grim reminder of the past, yet adds a unique character to the saloon’s ambiance, attracting those fascinated by the more somber aspects of history.

explore the allure of Captain Tony’s Saloon

Perfect for adult visitors seeking a blend of history and vibrant nightlife, Captain Tony’s Saloon offers an unforgettable experience. Established within an old morgue, this saloon blends eerie history with lively entertainment. Visitors can enjoy live music, walls adorned with business cards, dollar bills, and bras, creating a unique, eclectic decor. As the original location of Sloppy Joe’s Bar, literary buffs will appreciate its connection to Ernest Hemingway. Perfect for a group of adults or solo travelers, the atmosphere at Captain Tony’s Saloon guarantees a night filled with stories and music.

discover the best time to visit captain Tony’s Saloon

While inviting year-round, the best time to visit Captain Tony’s Saloon is during Key West’s cooler seasons, from November through February. These months offer pleasant weather, complementing an evening of indoor entertainment and outdoor strolling in the area.

annual highlights

Particularly noteworthy is the “Hemingway Days” festival in July. Celebrating Ernest Hemingway’s life and work, the festival includes look-alike contests and readings, turning a visit into a culturally enriching experience.

Accessibility and limitations at Captain Tony’s Saloon

Accessibility

Captain Tony’s Saloon is mostly wheelchair accessible, though some areas might be challenging to navigate due to the historical structure’s layout.

Limitations

Age restriction: Must be 21 or older to enter after certain hours
Photography: Limited in specific areas due to privacy concerns

Notes to visitors

Please respect the decor and paraphernalia decorations
No outside drinks allowed
Be prepared for a lively, often crowded atmosphere

General information

Details for your visit to Captain Tony’s Saloon

Location

Nestled in the heart of downtown, the saloon is easily accessible by various means of local transportation and close to popular tourist spots.

Address:

428 Greene St, Key West, FL 33040, United States

Opening hours

Open daily from 10:00 AM to 4:00 AM. Please note that the venue may close earlier on certain days due to private events or local ordinances.

how to get to Captain Tony’s Saloon

Car

For those renting a car or driving, there are several parking options nearby, including street parking and private lots.

An example route table:

Route	Distance	Travel time
From Key West Int Airport	4 miles (6.4 Km)	12 minutes
From Smathers Beach	3 miles (4.8 Km)	10 minutes
From Fort Zachary Taylor	2 miles (3.2 Km)	7 minutes

Public Transit

Buses and public trolleys frequent the area, reflecting this accessible location. Example routes are similar to those listed for cars.

Nearby Attractions

Discover these attractions near Captain Tony’s Saloon:

Mallory Square – 0.5 miles (0.8 km)
Ernest Hemingway Home and Museum – 0.7 miles (1.1 km)
Key West Butterfly and Nature Conservatory – 1.2 miles (1.9 km)
Southernmost Point of the Continental US – 1.3 miles (2.1 km)
Key West Lighthouse – 0.9 miles (1.45 km)
Fort Zachary Taylor Historic State Park – 1.6 miles (2.6 km)
Harry S. Truman Little White House – 0.6 miles (0.96 km)
San Carlos Institute – 0.4 miles (0.64 km)
The Custom House Museum – 0.5 miles (0.8 km)
Mel Fisher Maritime Museum – 0.6 miles (0.96 km)
Key West Shipwreck Museum – 0.5 miles (0.8 km)
Key West Aquarium – 0.5 miles (0.8 km)

Common questions

What is the historical significance of Captain Tony's Saloon?

Captain Tony’s Saloon in Key West, Florida, is not only a popular bar but a site steeped in rich history. Originally built in 1851, the building served as an icehouse and a morgue. It became a saloon in the late 19th century, known as Sloppy Joe’s, a favorite haunt of the legendary writer Ernest Hemingway. In the 1950s, Captain Tony Tarracino bought and renamed it, further cementing its place in Key West’s cultural tapestry. The saloon is renowned for its eclectic decor, including business cards, bras, and money stapled to walls, each piece echoing stories of past visitors and contributing to its unique historical allure.

Are there any ghost stories associated with Captain Tony's Saloon?

Yes, Captain Tony’s Saloon is reputed to have several ghost stories, adding to its allure as a haunted location. The bar was originally an icehouse and also served as a morgue in the 1800s, which contributes to its ghostly reputation. Patrons and staff have reported various paranormal activities, including sightings of spirits and unexplained noises. One of the most famous ghosts believed to haunt the saloon is a woman referred to as the “Lady in Blue,” based on the blue dress she was wearing when she died near the site in the 1800s.

What type of entertainment can visitors expect at Captain Tony's Saloon?

Visitors to Captain Tony’s Saloon can expect a vibrant mix of live music, storytelling, and an immersive atmosphere that reflects Key West’s laid-back and eclectic vibe. The saloon frequently features live bands and solo artists specializing in various genres, including rock, blues, and country music. The environment is always lively, with musicians often playing late into the night. In addition, the saloon’s walls, decorated with memorabilia from visitors worldwide, tell stories that contribute to its unique charm and entertainment value.

Can visitors purchase memorabilia at Captain Tony's Saloon?

Yes, Captain Tony’s Saloon offers a selection of memorabilia for purchase by visitors. These items typically include branded merchandise such as T-shirts, hats, and keychains, all bearing the saloon’s distinctive logo. Additionally, patrons can buy unique items like Captain Tony’s Saloon pint glasses or shot glasses, which make for great souvenirs or gifts. These memorabilia pieces are a great way to remember the unique experience of visiting this iconic and historic Key West bar.

What are some unique items found in Captain Tony's Saloon?

Captain Tony’s Saloon is filled with unique items that contribute to its eccentric charm. These include a tree that grows through the building, famously known as the “Hanging Tree,” believed to have been used for executions in the 19th century. Other quirky items include a collection of bras hanging from the ceiling, business cards, and dollar bills stapled to the walls by visitors, and even the gravestone of Reba Sawyer, hidden under the pool table, offering a direct connection to the bar’s storied past.

How does Captain Tony's Saloon accommodate visitors with disabilities?

Captain Tony’s Saloon strives to accommodate visitors with disabilities to ensure an inclusive experience for all guests. The main entrance and the majority of the venue’s areas are accessible by wheelchair. However, due to the historic nature of the building, some areas might be less accessible. Visitors with specific accessibility needs are encouraged to contact the saloon ahead of their visit to arrange for any necessary accommodations and to ensure a comfortable experience.

Is food available at Captain Tony's Saloon, or is it strictly a bar?

Captain Tony’s Saloon primarily operates as a bar and does not offer a full dining menu. However, patrons can enjoy a selection of basic bar snacks such as chips and nuts. For those looking for more substantial meals, there are many restaurants and eateries close by in Key West, offering a variety of dining options. The staff at the saloon are usually happy to recommend places to eat based on visitors’ preferences and taste.

What is the best time of year to visit Captain Tony's Saloon?

The best time to visit Captain Tony’s Saloon is typically during the winter months, from November through February, when Key West experiences milder weather and less humidity, making bar-hopping and outdoor activities more comfortable. Additionally, visiting during one of Key West’s many festivals, like Fantasy Fest in October, can enhance the experience with the city’s festive atmosphere, though it’s generally busier during such events.

Does Captain Tony's Saloon host any special events?

While specific upcoming events can’t be detailed here, Captain Tony’s Saloon regularly hosts special events, particularly during significant holidays like Halloween and New Year’s Eve. The saloon is known for its festive and vibrant atmosphere during these occasions, often featuring live music and themed decorations. It’s a favorite spot for locals and tourists looking to celebrate within Key West’s lively party scene.

Are children allowed in Captain Tony's Saloon?

Captain Tony’s Saloon primarily caters to an adult clientele and generally operates as a bar, which may not be the most suitable environment for children, especially in the evenings. It is recommended for visitors to check with the saloon directly regarding their policy on minors before planning a visit with children.

What is the dress code at Captain Tony's Saloon?

There is no formal dress code at Captain Tony’s Saloon, reflecting the overall casual and laid-back atmosphere of Key West. Patrons are typically dressed in casual wear, suitable for the warm climate, such as shorts, T-shirts, and sandals. The saloon is a place to relax and enjoy the unique charm of the area, so comfortable attire is encouraged.

Can visitors write on the walls or hang items at Captain Tony's Saloon?

Yes, visitors at Captain Tony’s Saloon are encouraged to become part of the saloon’s history by leaving their mark. It is a long-standing tradition for guests to staple dollar bills, business cards, or other memorabilia to the walls, contributing to the rich tapestry of stories that adorn the saloon. This unique interactive experience allows visitors to leave a personal token of their visit, adding to the eclectic decor that makes Captain Tony’s so distinctive.

HelloMondo review

"Charming spot with a rich history, ideal for casual drinks but can get overly crowded."

Is Captain Tony’s Saloon in Key West worth visiting?

Exploring Key West often leads tourists to the famed Captain Tony’s Saloon, a bar steeped in history and local charm. Known for being Ernest Hemingway’s favorite drinking spot, this saloon offers a unique glimpse into the past with its eclectic decor and the infamous hanging tree that now forms part of its structure.

While its historical allure is undeniable, the space can become quite crowded, sometimes diminishing the experience. The drinks are reasonably priced, and the ambiance is festive, filled with stories of past patrons. However, the service can vary, and during peak times, it may not be the best spot for those seeking a quiet drink.

If you appreciate a place with character and don’t mind a bustling crowd, it’s certainly worth a visit. Otherwise, it might be better to explore during off-peak times for a more relaxed experience.

Captain Tony’s Saloon