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Discover Annapolis' haunted past on this Boos & Booze Pub Crawl featuring ghost stories, historic pubs, and local spirits, perfect for history buffs and night owls.
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl: A Spooky Sip Through History
If you’re looking for an evening that combines a bit of the supernatural with a taste of local life, the Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl promises a blend of ghostly tales and cozy tavern hopping. This 2-hour adventure takes you through some of Annapolis’ most historic and haunted spots, with stories that have been carefully researched and shared by knowledgeable guides. It’s a chance to enjoy a drink or two while hearing about the spirits—both literal and figurative—that haunt this charming Maryland town.
What truly stands out about this tour is the guide’s storytelling ability. Ryan, the current guide, has been praised for her engaging, friendly approach and her depth of knowledge about Annapolis’ haunted spots. Just keep in mind that drinks are not included in the price, so you’ll want to budget for your beverages and tips. This tour works best for those who love a mix of history, ghost stories, and a lively pub atmosphere—perfect for groups who enjoy a little scare with their drinks.
One potential consideration is that the tour involves relatively short stops (about 10-20 minutes each), which might feel a bit rushed if you’re eager for more in-depth ghostly lore. Also, the tour is not designed for travelers with mobility issues due to the walking involved and the nature of the historic venues. But if you’re eager for a lively, entertaining way to explore Annapolis’ spooky side, this experience is a strong choice.
Who should consider this tour? History lovers, ghost enthusiasts, and those simply looking for a fun night out in Annapolis will find plenty to enjoy. It’s ideal if you’re after a relaxed yet intriguing way to spend an evening, especially if you’re comfortable with a bit of walking and socializing in historic pubs.
This tour kicks off at 22 Market Space, a central spot in Annapolis, making it easy to find and ideal for those arriving via public transit or walking. Starting at 6:00 pm, you’re set for an early evening adventure that mixes history, ghost stories, and socializing.
Night owls can find more Annapolis after-dark options among these experiences
First Stop: Middleton Tavern
This nearly 300-year-old building is a true Annapolis landmark. The tales here focus on the spirits believed to linger within its walls, with the staff noting a mysterious presence dubbed “Roland.” It’s a cozy spot to start, and the story adds a spooky layer to your drink. The review from Kathleen_J highlights how much she appreciated the guide’s storytelling skills, noting Ryan as “a terrific Ghost Public Crawl guide.”
Second Stop: 136 Dock Street (Old Annapolis Jail)
Once a place of incarceration, the jail’s ghost stories revolve around those who met their fate here. The guide shares stories about those who still walk the streets, adding a sense of history with a ghostly twist. This stop’s brief 20-minute allotment is enough to give a flavor of the jail’s past and its lingering spirits.
Third Stop: Reynolds Tavern and 1747 Pub
This venue is known for its legendary tales—and its resident spirit. You’ll enjoy a drink here, with the added thrill of learning about a local legend that’s become part of Annapolis lore. The authenticity of the stories makes this stop particularly memorable.
Fourth Stop: St. Anne’s Parish
Here, the guide describes how this nearly 300-year-old church survived a devastating fire in 1858 and is haunted by spirits supposedly linked to the event. The visit offers a quieter, historical reflection with ghostly echoes. The story of the fire and the hauntings makes this stop both educational and eerie.
Fifth Stop: Rams Head Tavern
With a history reaching back to the early 1700s, Rams Head Tavern is a lively yet haunted place. The tales of people who lived and worked here, combined with possible petty spirits, make it a fun, spooky atmosphere. One reviewer mentions the “tragic tales” and “petty spirits,” suggesting some fun ghostly encounters are possible.
Sixth Stop: Government House of Maryland
While not the original government house, the current building is steeped in history and reputed ghostly activity. This short stop provides a broader perspective on Annapolis’ political past and its ghosts.
Final Stop: Galway Bay Irish Restaurant and Pub
Finish your evening with a drink at a site tied to Annapolis’ Prohibition history. It’s an intriguing venue where past clandestine activities add a layer of authenticity to the ghost stories you hear. You might find this a fitting conclusion to your haunted journey.
The tour combines history, ghost stories, and local pub culture in a way that makes for an engaging night out. The guide’s ability to deliver authentic, researched stories makes the ghost tales more credible—even if just for fun. The venues themselves are historic, cozy, and often full of character, making each stop a little more memorable.
Price-wise, at $27, it’s an affordable way to explore the city’s haunted side. Remember, beverages are not included, so budget extra if you want to enjoy drinks at each stop. Reviewers mention that the pubs are “super cozy and quaint,” adding to the authentic vibe.
The duration (around 2 hours) and group size (up to 25 travelers) strike a good balance for social interaction without feeling crowded. This makes it suitable for friends, couples, or even solo travelers who want a guided, laid-back exploration.
However, some noted that the storytelling was somewhat limited, with one reviewer mentioning they would have liked more ghost stories. That said, the guide’s engaging style and the historical context still make it a worthwhile experience for most.
Accessibility and logistics are simple: the tour starts at a central location, close to public transportation, making it easy to join. But because of the walking involved and the historic venues, it may not be suitable for those with mobility challenges.
This tour’s strength lies in its authentic storytelling and carefully chosen venues. The stories are well-researched, and the guides are praised for their friendly, knowledgeable manner. The stops at pubs and historic sites not only add to the fun but also give you a real taste of Annapolis’ character—whether it’s the haunted taverns, the fire-survived church, or the prohibition-era pub.
The mix of drink and storytelling means you can enjoy a social, lively evening while learning about the city’s past hauntings. The tour’s focus on local legends, like “Roland” at Middleton Tavern, makes it clear that these stories are part of the city’s identity.
The Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl offers a lively, authentic way to explore this historic town’s haunted reputation. It’s perfect for history buffs, ghost enthusiasts, and anyone wanting a relaxed, social evening filled with stories and spirits. The combination of well-chosen venues, engaging guides, and the chance to enjoy local pubs makes this experience both fun and memorable.
While it might not satisfy those craving in-depth ghost lore, it balances history, entertainment, and casual drinking in a way that’s accessible and enjoyable. If you appreciate stories with a good dose of local flavor and a touch of the supernatural, this tour will likely become a highlight of your trip to Annapolis.
Is the tour suitable for children?
This tour is geared towards adults, as it involves pub stops and alcohol consumption. It’s best for travelers 21 and over.
How long does the tour last?
It takes approximately 2 hours, starting at 6:00 pm from 22 Market Space.
Do I need to book in advance?
Yes, the tour is often booked 12 days ahead on average, so planning early is recommended.
Are drinks included in the price?
No, beverages are not included. You can purchase drinks at each location.
Is the tour accessible for travelers with mobility issues?
Not particularly. Due to walking and the historic nature of the venues, it’s not recommended for those with mobility impairments.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour, providing flexibility if needed.
What’s the group size?
The maximum group size is 25 travelers, ensuring a more intimate experience.
Are guide tips expected?
Tipping is not included in the tour price, so if you appreciate the guide’s efforts, a tip is customary.
Whether you’re after ghostly legends, historic pubs, or just a fun night in Annapolis, this haunted pub crawl offers a balanced mix. It’s a charming way to learn about the city’s spooky side while enjoying its lively pub culture—an experience worth considering for your Maryland visit.