Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Starting at Middleton Tavern: Nearly 300 Years of Haunted Tales

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Experience ghostly tales and historic pubs in Annapolis on this 2-hour Boo's & Booze Haunted Pub Crawl for just $27 per person.

Discover Annapolis’ Haunted Pubs with a Spirited Twist

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Discover Annapolis’ Haunted Pubs with a Spirited Twist

The Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl offers a lively mix of ghost stories and local history, all within the charming streets of Annapolis. For $27 per person, this approximately 2-hour tour invites you to enjoy authentic local pubs while hearing tales of spirits and history that have haunted the city for centuries. The tour is perfect for those seeking a unique way to explore Annapolis’ historic district, especially if you enjoy a drink and a good story.

This experience is well-suited for travelers who appreciate informative guides, cozy pub atmospheres, and genuine ghostly tales. Keep in mind that drinks and tastings are not included, so participants should plan to purchase beverages separately. The tour departs at 6:00 pm from 22 Market Space, with most bookings made 12 days in advance. It’s a fun, engaging way to combine history, ghost stories, and local nightlife into one evening.

Key Points

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Key Points

  • Affordable price: Just $27 per person for up to 2 hours of ghostly fun
  • Seven stops featuring historic pubs and haunted sites in Annapolis
  • Includes a knowledgeable guide with thoroughly researched stories
  • No drinks included, so bring your favorite beverage or purchase onsite
  • Suitable for most travelers, but not recommended for those with mobility impairments
  • Free cancellation available up to 24 hours before the tour

Starting at Middleton Tavern: Nearly 300 Years of Haunted Tales

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Starting at Middleton Tavern: Nearly 300 Years of Haunted Tales

The tour begins at Middleton Tavern, a building approaching 300 years old, making it one of Annapolis’ oldest drinking establishments. Inside, the guide shares stories about former residents who are said to still linger—most notably, a mysterious spirit named “Roland”. Guests are encouraged to keep an eye out for paranormal activity while enjoying a drink at this historic site.

The 20-minute stop offers a chance to absorb the tavern’s atmosphere and hear ghost stories rooted in its long history. The admission is free, as the focus is on storytelling and ambiance. This setting sets the tone for a spooky evening filled with local legends.

Exploring the Old Annapolis Jail at 136 Dock St

Next, the tour moves to the Old Annapolis Jail, another significant haunted site. Here, stories of those accused of crimes awaiting trial are shared, along with tales of spirits believed to still walk the streets. The 20-minute visit provides insights into the darker side of Annapolis’ past, with ghostly legends linked to the jail’s history.

Guests learn about the lives of those who met their fate in this building, making it a compelling stop for those interested in criminal history and paranormal activity. As with other stops, there’s no charge for admission, emphasizing storytelling over entry fees.

Reynolds Tavern and 1747 Pub: Legendary Spirits and Local Lore

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Reynolds Tavern and 1747 Pub: Legendary Spirits and Local Lore

The third stop is the Reynolds Tavern and 1747 Pub, known for its association with local legends. Guests can enjoy a beverage in this historic setting, which is rumored to be home to a resident spirit. The 20-minute visit combines a drink with tales of ghostly encounters and legendary figures linked to the site.

Guides highlight the importance of staying on the good side of the resident spirit, adding a playful warning to the storytelling. This stop offers a relaxed atmosphere where history and ghost stories blend seamlessly.

The Haunted Grounds of St. Anne’s Parish

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - The Haunted Grounds of St. Annes Parish

The nearly 300-year-old St. Anne’s Parish provides the next story-rich stop. The guide recounts the church’s survival through a major fire in 1858 and the spirits said to haunt its grounds. This 10-minute visit offers insights into the hauntings attributed to the church, including tales of a man believed to have started the ghostly activity.

Despite the brief stop, this site adds a profound historical element, with stories of notable spirits lurking around the church’s historic walls.

Rams Head Tavern: The Tragic and the Petty Spirits

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Rams Head Tavern: The Tragic and the Petty Spirits

The Rams Head Tavern offers a look into the building’s past, which includes tragic tales of people who lived and worked there during the 18th and 19th centuries. The 20-minute segment invites participants to listen to ghost stories tied to this lively pub, where some petty spirits are said to still reside.

Guests might have fleeting experiences or simply enjoy the spooky stories while soaking in the tavern’s cozy atmosphere. The focus on local history makes this stop especially engaging for those interested in the city’s past.

Government House of Maryland: Haunted History in a Historic Building

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Government House of Maryland: Haunted History in a Historic Building

The Government House of Maryland stands as another key stop. While it’s not the original, the current building is filled with history and ghostly tales. In just 10 minutes, visitors hear about the spirits that are believed to inhabit the site, adding another layer to Annapolis’ haunted landscape.

This stop underscores the city’s long-standing connection to political history and paranormal legends, making it a meaningful encounter for history buffs.

Galway Bay Irish Restaurant and Prohibition History

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Galway Bay Irish Restaurant and Prohibition History

The tour concludes at Galway Bay Irish Restaurant and Pub, a site notable for its role during Prohibition. Guests can step inside, sit down, and enjoy a beverage while hearing stories about the restaurant’s role in Annapolis’ alcohol history. This 20-minute stop provides a fitting end to an evening of ghost stories, blending the city’s spirited past with its lively present.

Logistical Details: Meeting Point and Group Size

The tour departs from 22 Market Space at 6:00 pm. The activity is designed for groups of up to 25 travelers, ensuring a friendly, intimate atmosphere. The tour is not recommended for people with mobility impairments and is conveniently located near public transportation, making access straightforward.

Participants should note that drinks are not included in the price and should plan to purchase beverages at the stops. Service animals are allowed, and the tour offers a mobile ticket for easy access.

What Makes This Tour Stand Out

The combination of historic pubs and haunted sites, paired with a friendly and knowledgeable guide, creates a fun and informative experience. With thoroughly researched stories, the guide ensures authenticity, making the ghost tales believable and engaging.

Most reviews highlight the guide’s expertise and the cozy atmosphere of the pubs, which enhances the overall experience. However, some guests wish the stories were more extensive or detailed, suggesting that the focus on pub visits might mean limited ghost stories for some.

How This Tour Compares to Other Options

While this tour emphasizes drinks and local legends, other options like the Crabtown Ghosts Dark History Tour or Historic Annapolis Food Tour explore different aspects of the city’s history or cuisine. This pub crawl offers a more relaxed, social way to enjoy ghost stories and local history, especially suited for those who enjoy a drink alongside storytelling.

Final Thoughts on the Boos & Booze Haunted Pub Crawl

For $27, this tour provides a solid value for anyone interested in Annapolis’ haunted sites and historic pubs. The 2-hour experience is well-paced, with stops that balance storytelling and atmosphere. The friendly guide and authentic stories ensure an engaging experience, especially if you enjoy combining history with a drink.

While it’s not a dedicated ghost-hunting expedition, it offers enough spooky tales and historic charm to satisfy fans of ghost stories and Annapolis’ nightlife alike. It’s ideal for casual ghost enthusiasts, history buffs, and social groups looking for a fun evening out in the city.

Ready to Book?

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl



4.5

(7)

86% 5-star

“We had a great time with Ryan, the tour is very informative, the pubs are super cozy and quaint, Ryan is a great, patient tour guide, we would have…”

— Kathleen J, Dec 2024

Frequently Asked Questions

Is the price of $27 per person all I need to pay?
Yes, the $27 fee covers the tour itself. Drinks are not included, so you should plan to buy beverages separately during the stops.

How long is the tour?
The tour lasts approximately 2 hours, with several stops each lasting between 10 to 20 minutes.

Where does the tour start and end?
It begins at 22 Market Space and concludes back at the same location, making it easy to access transportation afterward.

Are children allowed on this tour?
Most travelers can participate, but it’s not specifically recommended for people with mobility impairments. The tour involves walking and standing, so plan accordingly.

What is the guide like?
Guests describe the guide as friendly, knowledgeable, and capable of delivering well-researched, authentic stories that bring the haunted sites to life.

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

Is parking available nearby?
While not specified, the meeting point is close to public transportation, making access convenient for most visitors.

Are service animals allowed?
Yes, service animals are permitted on the tour.

What is the best time to book?
Most bookings are made around 12 days in advance, and the tour starts at 6:00 pm, making it a perfect evening activity.

Would this tour suit someone interested in history over ghost stories?
Yes, the tour offers thoroughly researched history, but the main focus is on ghostly tales intertwined with historic sites, making it ideal for those who appreciate both.