Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

If you’re looking for a night that combines Maryland’s historic charm with spine-tingling tales, the Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl might be just the ticket. Offered by US Ghost Adventures, this 2-hour walking tour takes you through the winding streets of Annapolis, revealing stories of sailors, bootleggers, and ghostly spirits lurking in the city’s oldest taverns.

What we love about this tour is its blend of authentic history and entertaining storytelling — you’ll feel like you’re stepping into a spooky movie set, but with the comfort of a knowledgeable guide leading the way. Plus, the inclusion of local drinks and unique cocktails like the Oyster Shooter adds a fun, social layer to the experience.

One possible consideration is that some reviews suggest the storytelling can vary in quality, and the tour’s ghostly “wow” factor might not be overwhelming for everyone. It’s best suited for those who enjoy a mix of history, a bit of ghostly lore, and a relaxed pub crawl atmosphere. If you’re in Annapolis for a night out with a twist of the supernatural, this tour is worth considering, especially if you appreciate a guided walk with local flavor.

Key Points

• Authentic Annapolis charm with cobblestone streets and Georgian-style mansions
• Engaging stories about ghostly sailors, bootleggers, and historic figures
• Multiple stops at historic taverns and bars, with entry included
• Experienced guides who bring credibility and local insight
• Unique drinks like oysters shooters and local cocktails
• Suitable for those interested in history, ghost stories, and socializing in a relaxed setting

You can check availability for your dates here:

An Authentic Haunted Pub Crawl in Annapolis

This tour offers a lively yet spooky way to experience one of Maryland’s most historic towns. Starting outside Middleton Tavern—a spot known since 1750—you’ll meet your guide, distinguishable by a lantern and a black US Ghost Adventures T-shirt. From there, the adventure begins, combining storytelling, a little ghost-hunting, and socializing across four different local bars.

The Itinerary: What to Expect

The tour kicks off with your first drink at Middleton Tavern, a cornerstone of Annapolis’s colonial past. It’s a perfect setting to hear stories of ghostly sailors and tavern keepers, some of which are firsthand accounts. The tales are said to be endless here—one that might send a shiver down your spine involves the infamous ghost of Roland.

From Middletons, you’ll move through seven other historic, haunted spots, including three additional bars. Each stop is layered with stories—some creepy, some humorous—about Annapolis’s red-light district and the grim conditions at the city’s old jail, where prisoners reportedly still linger. The guide’s knowledge makes these tales come alive, often backed by historical facts that add credibility to the ghostly legends.

The Atmosphere and Experience

You’ll enjoy a relaxed pace as you wander cobblestone streets and explore Georgian architecture, feeling the echoes of Annapolis’s past. The route is designed to keep you engaged, with credible history and local ghost stories. The inclusion of alcoholic beverages—from beers to cocktails—means you’ll be a little more at ease with the spooky stories, and the drinks are part of what makes the experience fun and social.

Of course, some reviews indicate that the storytelling quality varies. One traveler noted that the stories “weren’t many and the wow factor wasn’t there,” which suggests that expectations should be tempered if you’re seeking spine-chilling tales. However, others rave about knowledgeable guides, especially highlighting Ryan as “an excellent tour guide,” who elevates the experience with enthusiasm and local insight.

Regarding the Value: Price & What’s Included

At $30 per person, the tour provides a solid value considering it includes entry into four local bars, a 2-hour guided walk, and authentic stories rooted in Annapolis’s history. You’ll get a chance to see some of the city’s most historic spots while enjoying a drink or two. Keep in mind, drinks are not included in the price, so you’ll want to budget for that separately.

This tour is perfect for travelers who want a fun, social experience with a bit of a spooky twist. It’s not a full-blown ghost-hunting expedition but rather a themed walk that balances entertaining stories and historic reflection.

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Accessibility and Practicalities

The tour’s duration is just two hours, making it manageable even after a full day of sightseeing. It’s entirely walkable, but be prepared for some walking on cobblestones—a consideration if mobility is an issue. The meeting point outside The Federal House is easy to find, marked by a lantern-bearing guide, and arriving 15 minutes early is advised.

Weather-wise, the tour is rain or shine, so dress appropriately with comfortable shoes and weather-appropriate clothing. You’ll need to bring a valid ID for alcohol purchases, and smoking, video recording, or drugs are not permitted.

What the Reviews Say

With a 4.2/5 rating from six reviews, the feedback is mixed but generally positive. Many praise the knowledgeable guides and the stunning historic views of Annapolis. For example, one traveler called their guide “an excellent tour guide” and highly recommended the experience. Others, however, found the storytelling lacking or a bit underwhelming, emphasizing that expectations should be realistic.

Who Will Love This Tour?

This haunted pub crawl is best suited for history buffs, ghost enthusiasts, and social travelers looking for a fun night out. If you enjoy stories about local legends and don’t mind a relaxed pace, you’ll find this tour engaging. It’s especially appealing if you enjoy drinks in historic settings and want to combine a bit of the supernatural with Maryland’s charming streets.

Please note, it’s not ideal for those with mobility issues or anyone who prefers a more intense or spooky ghost experience. Also, the tour’s focus is on entertainment and local lore, rather than supernatural investigations, so expectations should be aligned accordingly.

Final Thoughts: Is It Worth It?

For just $30, you get a well-organized walk through Annapolis’s historic and haunted sites, with credible stories and a friendly, knowledgeable guide. The inclusion of multiple bar stops adds a social element that makes the evening lively and enjoyable. You’ll leave with a handful of spooky tales and a better appreciation of Annapolis’s complex past—plus, some fun drinks along the way.

While the storytelling may not always hit a home run for everyone, many guests find the experience entertaining, authentic, and a good value for a relaxed, evening outing. If you’re open to a mix of history, ghost stories, and socializing, this pub crawl offers an enjoyable way to experience Annapolis after dark.

FAQ

Is the tour suitable for children?
Most likely not, as alcohol is involved, and the stories are geared towards adults. Plus, the tour involves walking and some spooky tales that might not be suitable for kids.

Do I need to book in advance?
Yes, it’s recommended to reserve ahead of time, especially during peak tourist seasons, to secure your spot.

What should I wear?
Dress comfortably with sturdy shoes, as the tour involves walking on cobblestone streets. Weather-appropriate clothing is advised since it takes place rain or shine.

Are drinks included?
No, drinks are not included in the price. You’ll purchase beverages separately at the bars.

How long does the tour last?
The tour runs approximately 2 hours.

Where does the tour start?
Outside The Federal House at 22 Market Space in Annapolis, marked by a guide with a lantern.

Is the tour accessible for those with mobility issues?
No, the tour is not recommended for people with mobility impairments due to walking on uneven surfaces.

What languages is the tour offered in?
The tour is conducted in English.

Can I cancel my reservation?
Yes, free cancellation is possible up to 24 hours in advance for a full refund.

Would this tour be good for a group of friends?
Absolutely, it’s a fun social activity perfect for groups looking for a memorable night out with a spooky twist.

To sum it up, the Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl offers a lively, engaging way to explore the city’s historic streets with a paranormal flair. It’s best for those who love a good story, enjoy a drink, and want to experience Annapolis’s history in a fun, relaxed setting. While it may not satisfy everyone’s craving for intense ghostly encounters, it provides a memorable night filled with local color, history, and just the right touch of spooky entertainment.

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