Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl — A Detailed Review

Exploring Annapolis’s historic district through a ghost-themed pub crawl offers a quirky blend of storytelling, local history, and a chance to experience the city’s lively bar scene with a spooky twist. This tour, run by US Ghost Adventures, promises a 2-hour walk through cobblestone streets and Georgian mansions, where tales of sailors, bootleggers, and ghostly apparitions are part of the evening’s entertainment.
What makes this experience appealing are two standout features: first, the knowledgeable guides who bring credibility and color to each story, and second, the chance to sample unique drinks like the Oyster Shooter and enjoy visiting some of Annapolis’s most historic taverns.
However, a potential drawback is that the tour may feel a bit light on ghost stories compared to the bar-hopping itself, according to some reviews. This makes it a good choice for travelers craving a laid-back evening with a mix of history, drinks, and ghostly tales rather than a full-on paranormal investigation. It’s best suited for those who enjoy storytelling, history buffs, and anyone looking for a fun, atmospheric night out in Annapolis.
You can check availability for your dates here:Key Points

- Authentic Historic Charm: Explore cobblestone streets and Georgian architecture.
- Engaging Guides: Well-informed storytellers enhance the experience.
- Diverse Stops: Visit four local bars with historic significance.
- Ghostly Tales: Hear stories of sailors, bootleggers, and tragic events.
- Unique Drinks: Try local cocktails like the Oyster Shooter.
- Limited Mobility: Not suitable for those with mobility impairments.
- Value for Money: At $30, it offers a lively mix of history, drinks, and storytelling.
- Duration & Atmosphere: A short, 2-hour tour ideal for evening entertainment.
You can also read our reviews of more nightlife experiences in Annapolis
A Closer Look at the Experience

Starting outside Middleton Tavern, the tour kicks off with your first drink and a hearty dose of history. Middleton Tavern, dating back to 1750, is the perfect setting for ghost stories. We loved the way the guide shared a first-hand tale of a resident spirit, making the stories feel more real and immediate. This historic pub isn’t just a backdrop but a key part of Annapolis’s haunted reputation, and the tales here set a ghostly tone for the night.
From there, the walk takes you through seven other historic spots, including three more bars. What’s special about these venues is their long-standing roots in Annapolis’s past — from old jails to the red-light district, each location offers a different slice of local history and a chance to sample some local spirits. One traveler noted, “We had fun going to a few bars we hadn’t been in before,” which highlights the tour’s appeal for those looking to explore the city’s nightlife while also satisfying their curiosity about the supernatural.
The tour emphasizes storytelling supported by well-researched history, giving it credibility beyond mere folklore. The guide’s ability to weave credible stories with historical context enhances the experience and keeps it engaging. As one reviewer stated, “Ryan was an excellent tour guide! We had an amazing experience! Highly recommend!” This kind of authentic narration makes the stories more than just ghostly tales—they become a part of Annapolis’s living history.
The Ghost Stories and Historic Sites

While ghost tales are the tour’s main theme, the atmosphere of historic Annapolis adds to the experience. Expect tales of murder, debauchery, and tragic tragedies that helped shape the city. The story of the infamous ghost of Roland at Middleton’s Tavern is a highlight, giving participants a tangible connection to the past.
The tour also covers Annapolis’s red-light district and the horrid conditions at the old jail, providing context that enriches the storytelling. This mix of dark history and spirited social life makes the tour both entertaining and enlightening. The inclusion of paranormal investigation elements — like searching for spirits — offers a fun, interactive edge, although the overall ghost content might be lighter for those expecting a full paranormal experience.
Drinks, Atmosphere, and Group Dynamics

You’ll be introduced to distinctive local drinks, notably the Oyster Shooter, which adds a fun culinary element to the evening. The stops are carefully chosen to balance history, ambiance, and the chance to chat with fellow travelers. The group size is small enough to foster intimacy but large enough to keep the energy lively.
It’s worth noting that each participant is encouraged to arrive 15 minutes early at the meeting point, outside The Federal House, identifiable by the guide’s lantern and black T-shirt. The tour runs rain or shine, so come prepared with weather-appropriate clothing and comfortable shoes — the cobblestones and walking involved can be tricky in bad weather.
More Great Tours NearbyThe Cost and What You’re Getting

At $30 per person, the tour is priced reasonably considering it includes entry into four bars, an insightful guide, and a curated collection of credible stories. This cost provides good value for those interested in combining a night of drinks, history, and storytelling. The tour is perfect for an evening entertainment option, especially if you’re already planning to explore Annapolis’s bar scene or enjoy the city’s historic charm.
One point to consider is that drinks are not included, so budget for additional purchases. Also, gratuities for the guide are optional but appreciated, especially given the quality of storytelling some travelers praised.
You can also read our reviews of more drinking tours in Annapolis
Who Will Love This Tour?

This haunted pub crawl is ideal for travelers who enjoy history mixed with a lively social atmosphere, and those curious about Annapolis’s ghost stories. It’s suitable for visitors who want an engaging evening without intense paranormal activity but with plenty of local color. It’s less suited for those with mobility issues or anyone seeking a full paranormal investigation experience, as the emphasis is more on storytelling and bar hopping.
If you’re seeking a relaxed, fun way to discover Annapolis’s darker past, this tour fits the bill. It’s especially good for groups, couples, or solo travelers eager to meet fellow explorers and enjoy a bit of local tavern ambiance alongside ghostly tales.
Final Thoughts: Is It Worth It?

This tour offers a balanced blend of historic storytelling, local spirits, and atmospheric bars. The knowledgeable guides and credible stories are what elevate it beyond simple bar hopping, providing context that makes the spooky tales come alive. The two-hour duration makes it a manageable and enjoyable evening activity without taking over your entire night.
While the ghost stories may not be over-the-top chilling, they are enough to entertain and intrigue, especially when combined with the experience of visiting some of Annapolis’s most historic pubs. The inclusion of unique drinks and the chance to act as a paranormal investigator adds a playful, memorable element to your visit.
This experience is best for those who love stories with substance, enjoy a drink in historic settings, and appreciate a guide who can weave history into entertainment. It’s a solid choice for travelers wanting to explore Annapolis’s dark corners in a relaxed, social way.
FAQ

Is this tour suitable for all ages?
It’s primarily designed for adults since alcohol is involved, and the stories may be more suited for an older audience. Also, it’s not recommended for those with mobility impairments.
How long does the tour last?
The tour runs for about 2 hours, making it a nice short evening activity. It usually takes place in the evening.
Are drinks included in the price?
No, drinks are not included. You’ll purchase your beverages at each stop, and the tour includes entry into four bars.
Where do I meet the guide?
Meet outside The Federal House at 22 Market Space, Annapolis. The guide wears a black US Ghost Adventures T-shirt and carries a lantern. Arrive 15 minutes early.
What should I bring?
Wear comfortable shoes for walking, bring your ID or passport to buy alcohol, and dress weather-appropriate since the tour is rain or shine.
Is this tour good for people interested in paranormal investigations?
It offers some interactive elements like searching for spirits, but it’s more about storytelling than a serious paranormal investigation.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. Reservation is flexible, with pay-later options available.
Is tipping the guide expected?
Tipping is optional but appreciated, especially since guides are often praised for their engaging storytelling and local knowledge.
To sum it up, the Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl offers a fun, reasonably priced way to experience the city’s haunted past while enjoying some of its best historic bars. It’s perfect for those wanting a relaxed evening, a touch of spooky storytelling, and a taste of Annapolis’s social scene. If you’re curious about ghost stories with a historical twist, this tour makes for an entertaining and authentic way to spend an evening in Maryland’s charming capital.
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