Key West: Haunted Pub Crawl Walking Tour

Key West is known for its vibrant nightlife, but beneath the lively surface lies a darker, more sinister history. The Haunted Pub Crawl Walking Tour takes visitors on a chilling journey through the island’s most infamous haunted hotspots. Led by a local expert, this small-group tour explores the supernatural side of Key West, delving into eerie tales of cursed dolls, ghostly encounters, and tragic histories that have left an indelible mark on the city’s macabre legacy. As participants visit iconic establishments like Captain Tony’s Saloon and the Wine-O Bar & Lounge, they’ll have the chance to experience the paranormal first-hand and uncover the secrets that lurk within Key West’s haunted past.

This experience made our list of the 25 Best Drinking Tours In Key West.

Key Points

• A 2-hour walking tour that explores Key West’s haunted past and visits famous haunted pubs and restaurants.
• Small group size of up to 9 participants for an intimate and immersive experience.
• Uncovers the lesser-known yet fascinating histories and spooky stories of Key West, including the curse of the Artist House and the haunting of the Key West Theater.
• Visits iconic haunted spots like Captain Tony’s Saloon, The Roost, and the Wine-O Bar & Lounge, where participants can enjoy cocktails paired with dark history.
• Begins at the centrally located Key West Chamber of Commerce, providing easy access to the 2-hour haunted journey through Key West’s past.

You can check availability for your dates here:

Tour Overview

The Haunted Pub Crawl Walking Tour in Key West allows visitors to explore the island’s haunted past on a 2-hour walking journey through the city’s most notorious haunted locations.

With a small group limited to 9 participants, the tour delves into Key West’s dark and tragic histories, from demonic dolls to the screams of children.

Along the way, guests will visit famous haunted pubs and restaurants, feeling goosebumps as they hear spooky stories from a local guide.

The tour provides a unique perspective on the island, uncovering the lesser-known yet fascinating histories that lurk beneath the surface of this eccentric Florida destination.

Key West’s Haunted Pubs

As the Haunted Pub Crawl Walking Tour winds through Key West’s historic districts, it uncovers the island’s most notorious haunted pubs and restaurants, each with its own chilling tales to tell.

One stop is Captain Tony’s Saloon, known for its eccentric atmosphere and rumored to be haunted by the spirits of past patrons.

The Wine-O Bar & Lounge, located in the famous La Cocha Hotel, is another site where unexplained occurrences have been reported.

The Roost, celebrated for its delicious cocktails, is said to be the site of ghostly activity.

These are just a few of the haunted hotspots that the tour explores, offering visitors a unique and spooky glimpse into Key West’s dark history.

Spooky Stories and Histories

One chilling tale the tour explores is the curse of the Artist House, a former home that was once occupied by a sinister doll said to have been possessed by a dark entity. As the story goes, the homeowner’s daughter became obsessed with the doll, leading to tragic consequences.

Other spooky histories include:

The Key West Theater’s haunting, where the screams of children once echoed through the halls.

The Dean-Lopez Funeral Home, the site of a gruesome murder stemming from a lover’s obsession gone awry.

The allegedly haunted Old Town Tavern & Beer Garden, where the ghost of Ernest Hemingway is rumored to linger.

The Wine-O Bar & Lounge, a staple of Key West’s historic La Cocha Hotel, which is said to be home to paranormal activities.

Eerie Locations Visited

Visitors on the Haunted Pub Crawl Walking Tour explore some of Key West’s most eerie locations, including Captain Tony’s Saloon, a bar known for its eccentric atmosphere and haunting tales.

The tour also stops at the Wine-O Bar & Lounge, located within the historic La Cocha Hotel, as well as The Roost, famous for its delightful cocktails.

Another chilling site is the Key West Theater, which was once home to children’s screams.

The tour also visits the Artist House, the former residence of a cursed doll, and the Dean-Lopez Funeral Home, where a tragic lover’s obsession took place.

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Cursed Dolls and Ghosts

On the Haunted Pub Crawl Walking Tour, visitors explore the haunting tale behind the Artist House, the former residence of a cursed doll that’s said to roam the property.

According to local legend, the doll belonged to a young girl who died in the home. Ever since, the doll has been blamed for a series of unexplained occurrences, including:

• Doors slamming shut on their own
• Disembodied footsteps echoing through empty rooms
• Lights flickering without explanation
• Unexplained cold spots that give visitors an uneasy feeling

The tour guide shares these chilling stories, leaving participants to decide whether they believe in the supernatural power of the cursed doll that haunts the Artist House.

Haunted Walking Tour

The Haunted Pub Crawl Walking Tour allows participants to explore Key West’s dark and haunting past, guiding them through the island’s most notorious haunted locations.

Over the course of 2 hours, a local expert leads a small group of no more than 9 people on a spooky journey through the city’s haunted pubs and restaurants.

Along the way, they’ll learn about the island’s demonic dolls, tragic histories, and ghostly encounters. Participants will feel goosebumps as they hear chilling stories and discover the lesser-known, yet famous, haunted tales of Key West.

The tour visits iconic spots like Captain Tony’s Saloon, the Key West Theater, and the potentially haunted Old Town Tavern & Beer Garden, offering a unique perspective on the city’s macabre past.

Cocktails and Goosebumps

As participants venture forth on the Haunted Pub Crawl Walking Tour, they’ll encounter not just spine-tingling tales, but also some of Key West’s most renowned cocktail establishments.

Along the way, they’ll visit:

1. Captain Tony’s Saloon, Key West’s most eccentric bar
2. The Roost, which serves some of the best cocktails in the city
3. The Wine-O Bar & Lounge, a staple of the largest building, La Cocha Hotel
4. Old Town Tavern & Beer Garden, potentially haunted by the ghost of Ernest Hemingway

These haunts offer more than just a spooky ambiance – they also pour some of the finest libations on the island, perfect for sipping while listening to the dark history of Key West.

Meeting Point and Directions

Participants will begin the Haunted Pub Crawl Walking Tour across the street from Shots and Giggles (201 Ann Street) at the Key West Chamber of Commerce in the open area in front of the building.

This centrally located meeting point ensures everyone can easily find the starting point.

From there, the group will set out on a 2-hour journey through Key West’s haunted past, guided by a local expert.

The tour covers some of the island’s most notorious haunted hotspots, including Captain Tony’s Saloon, The Roost, and the former Dean-Lopez Funeral Home.

Throughout the experience, you will hear chilling stories about the city’s dark history and paranormal activity.

Frequently Asked Questions

Is the Tour Suitable for Children?

The tour may not be suitable for children, as it focuses on exploring the haunted and spooky histories of Key West, which could be inappropriate or unsettling for younger participants. The tour is recommended for adults interested in the city’s paranormal experiences.

Can I Bring My Own Alcohol on the Tour?

No, bringing your own alcohol is generally not allowed on walking tours. The tour operator typically provides or arranges for the alcohol to be served as part of the experience. Bringing outside alcohol would not be permitted.

Is the Tour Wheelchair Accessible?

The tour is not specifically advertised as wheelchair accessible. As the tour involves walking between multiple locations, those with mobility issues may find it challenging to fully participate. It’s recommended to inquire about accessibility accommodations prior to booking.

Do I Need to Book the Tour in Advance?

It’s recommended to book the tour in advance, as group size is limited. This ensures availability and allows the tour operator to plan accordingly. Booking early is the best way to secure your spot on the tour.

What Is the Cancellation Policy for the Tour?

The tour’s cancellation policy typically allows for full refunds if canceled at least 24 hours in advance. Last-minute cancellations may incur fees or be non-refundable. It’s best to check the specific policy when booking to understand the terms.

Recap

The Key West: Haunted Pub Crawl Walking Tour offers a chilling exploration of the island’s darkest secrets.

Visitors can experience the supernatural first-hand as they visit iconic haunted establishments, uncovering eerie tales of cursed dolls and ghostly encounters.

Led by a local expert, the tour delves into Key West’s macabre legacy, leaving participants with goosebumps and an unforgettable haunted experience.

You can check availability for your dates here: