Key West: Haunted Pub Crawl Walking Tour

Discover the Key West Haunted Pub Crawl Walking Tour, an engaging two-hour adventure through some of the island’s most haunted pubs and restaurants. Priced at $35 per person, this tour offers a unique blend of history, ghost stories, and local nightlife, perfect for those interested in the darker side of Key West. Led by a knowledgeable tour guide, this experience is suitable for anyone aged 21 and over who enjoys stories of the supernatural and a lively pub atmosphere.

The tour departs from across the street from Shots and Giggles at the Key West Chamber of Commerce, making it easy to find. While food and drinks are not included, guests are encouraged to bring cash, a valid ID, and comfortable shoes for the walking portion. At just 2 hours, it’s a manageable, fun addition to an evening in Key West, especially for those curious about the island’s haunted history.

Key Points

• Two-hour walking tour exploring Key West’s haunted pubs and stories
• Price of $35 per person, excluding drinks and food
• Includes a knowledgeable guide with a focus on local ghost tales and history
• Stops at several renowned pubs and historic locations
• Wheelchair accessible and suitable for most guests 21+
• Departure point at Shots and Giggles, with flexible cancellation options

You can check availability for your dates here:

Starting Point: The Key West Chamber of Commerce

The Haunted Pub Crawl begins just outside the Key West Chamber of Commerce, across the street from Shots and Giggles at 201 Ann Street. This central location allows easy access for participants and sets a lively tone for the evening ahead. Guests are advised to bring passport or ID for bar entry, comfortable shoes for walking, and some cash for drinks or tips.

The tour starts in the early evening, providing a perfect way to kick off a night in Key West. It’s designed to be accessible, with wheelchair accessibility available, ensuring that most visitors can enjoy the experience.

Exploring Captain Tony’s Saloon: Eccentric and Haunted

The first stop is Captain Tony’s Saloon, known as one of Key West’s most eccentric bars. Inside, visitors find bras hanging from the ceiling and fake bodies beneath the floors, creating a quirky and spooky atmosphere. The bar features a peculiar tree in the center, which has stained the ground, believed to be haunted by its past victims.

This location sets the tone for the tour with its bizarre decor and eerie legends. The guide shares stories of ghostly sightings and haunted histories, making this pub a memorable start to the evening’s ghostly explorations.

Discovering Tragedy at Wine-O Bar & Lounge

Next, the tour moves to Wine-O Bar & Lounge, located within the La Cocha Hotel, Key West’s largest building. This venue has a tragic history linked to suicides, as being the tallest building in the area has made it a target for such tragedies. The guide details the haunting stories tied to these events, adding a layer of somberness to this lively bar.

The Wine-O Bar offers a cozy setting to enjoy a drink while absorbing tales of tragic spirits. The combination of historical context and haunted lore makes it a compelling stop for those interested in ghost stories rooted in real tragedy.

The Haunted Atmosphere of The Roost and Key West Theater

Following the bar, the group visits The Roost, renowned for serving some of the best cocktails in Key West. Across the street is the Key West Theater, which once housed children’s screams and now hosts shows, but retains ghostly echoes of its past. The guide explains how this venue remains haunted by unseen presences linked to its former use.

Adjacent to these, the Artist House is said to be haunted by a cursed doll, adding to the spooky ambiance. These locations showcase how even lively entertainment venues have layers of supernatural stories intertwined with their histories.

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The Dean-Lopez Funeral Home and Its Stories of Love and Revenge

An intriguing stop is the Dean-Lopez Funeral Home, which once was the site of a lover’s obsession gone wrong. The guide recounts the bizarre lengths someone went to in order to bring back the dead, adding a chilling element to the tour. This location emphasizes how personal stories and tragic events contribute to haunted legends in Key West.

Guests hear about the past residents and the mysterious happenings associated with the funeral home, enriching the tour’s eerie storytelling.

Old Town Tavern & Beer Garden: Final Haunted Stop

The tour concludes at the Old Town Tavern & Beer Garden, an old-fashioned pub with a classic vibe. This spot is famous for the spirit of Ernest Hemingway, who had a home nearby, is said to occasionally make appearances. The guide shares stories of Hemingway’s ghostly encounters and other local spirits, providing a fitting wrap-up to the evening’s haunted exploration.

This final stop allows guests to soak in the ambiance, reflect on the stories, and enjoy a drink if desired before ending the tour.

The Unique Experience of a Ghostly Pub Crawl

What sets this tour apart is its focus on Key West’s lesser-known haunted pubs and fascinating stories of spirits, curses, and tragic histories. The guide’s storytelling style is praised as knowledgeable, engaging, and fun, making the two hours feel lively and informative rather than just spooky.

The tour’s walking format from pub to pub offers a different perspective on the island, revealing hidden histories behind familiar spots. It’s perfect for those seeking a blend of entertainment, local lore, and a bit of ghostly intrigue in a lively, social setting.

Practical Details and Tips for Participants

Guests should arrive at the meeting point promptly and bring passport or ID for bar entry, especially for guests outside the U.S. All participants are encouraged to wear comfortable shoes and prepare for outdoor walking. Since drinks are not included, bringing cash is recommended for purchasing at the stops.

The tour is designed to be wheelchair accessible and takes place primarily in the evening, making it a great way to start or complement an evening out in Key West. With free cancellation up to 24 hours in advance, travelers can reserve with confidence.

Who Will Enjoy This Tour Most?

This haunted pub crawl appeals to those interested in local history, ghost stories, and hidden stories behind famous venues. It is especially suited for adults 21 and over who enjoy a lively, storytelling atmosphere with a spooky twist. Since food and drinks are not included, it’s best for guests who plan to purchase beverages at the stops.

The engaging guides and unique locations make this tour ideal for travelers looking to explore Key West’s dark side in a social, relaxed setting. It’s a fun, offbeat way to spend an evening immersed in local legends.

Frequently Asked Questions

Is the tour suitable for children?
No, this tour is only for guests 21 years and older due to alcohol regulations and mature content.

Are drinks included in the tour price?
No, drinks and food are not included, but guests can purchase beverages during the stops.

How long does the tour last?
The tour duration is 2 hours, making it a short but engaging experience.

Where does the tour start?
It begins across from Shots and Giggles at the Key West Chamber of Commerce at 201 Ann Street.

Is the tour accessible for guests with mobility issues?
Yes, the tour is wheelchair accessible.

What should I bring?
Guests should bring passport or ID, comfortable shoes, water, insect repellent, cash, and weather-appropriate clothing.

Are additional gratuities expected?
Gratuity for the guide is not included and is at the guest’s discretion.

Can I cancel the tour?
Yes, free cancellation is available up to 24 hours before the tour.

What is the guide’s storytelling style?
The guide is described as knowledgeable, fun, and engaging, making the stories lively and memorable.

Is this tour suitable for non-English speakers?
The tour is conducted in English only, so language skills are recommended for full enjoyment.

This Key West Haunted Pub Crawl offers a lively, spooky journey through the island’s most haunted pubs, revealing eerie tales and historic legends that add a new dimension to a night out. With its combination of atmospheric stops and captivating storytelling, it remains a popular choice for those seeking a different kind of Key West adventure.

You can check availability for your dates here: More Great Tours Nearby