Spirits and sips in Annapolis. This is a 2 hour ghost pub crawl built around old taverns and landmark buildings, where each stop pairs a short story with time to grab a drink at the bar. I like that the format is designed for pacing, so you get moving, listening, and stopping often enough to keep the evening fun.

Two things I really like: first, the tour includes a friendly, knowledgeable guide with stories described as thoroughly researched, accurate, and local. Second, the pub setting makes the history feel like it belongs to the street, not a museum lecture, so you can keep it light while still hearing specific details like a staff named spirit at Middleton Tavern.

One consideration: you are splitting your time between multiple stops and bar time, so if you want nonstop ghost lore with long storytelling at every location, this format may feel a bit clipped. That is partly because the stops are short and the group cadence matters.

Key things to know before you go

• 7 stops in about 2 hours with quick story beats and short stays at each location
• Start time is 6:00 pm from 22 Market Space, Annapolis
• Max group size is 25, which helps you hear the guide and keeps the crawl from dragging
• Mobile ticket on your phone, with confirmation typically within 48 hours
• Drink purchases are on you, the tour price is for the guide and stories
• Stories focus on specific sites, including a nearly 300-year-old tavern, a historic jail, and an 1858 fire survivor church

Price and value for a 2 hour ghost pub crawl

At $36.00 per person, this is priced like an experience, not just a walk. You are paying for three things that matter on a night like this: a guided route, themed storytelling tied to real places, and an organized pacing that keeps you from wandering around guessing where to start.

The big value check is what you do not have to pay extra for. Each stop is shown as admission ticket free, and the tour includes the guide plus researched, accurate local ghost stories. Alcohol is not included, so you can control your spending by deciding what to order (or skipping drinks and going for soda, water, or food off menu).

Also, this is booked enough that you will likely want to lock it in. The average booking window is about 10 days in advance, which tells me the best time slots get snapped up. If you are traveling during busy seasons or weekends, I would treat this like a must plan activity, not an afterthought.

Meeting at 22 Market Space, then a route that keeps you moving

The crawl starts at 22 Market Space, Annapolis, MD 21401 at 6:00 pm and returns you back to the same meeting point. That matters because you are not stuck with a confusing drop off, and you can plan the rest of your night around a known finish.

The tour is about 2 hours, with a set sequence of stops. One good thing about that timing is that it fits how people actually want to spend an evening in Annapolis: you get a themed activity without losing the whole night to logistics. Another good thing is group size. With up to 25 people, it stays social, but not so big that you constantly lose the guide.

It is offered in English and you get a mobile ticket. If you like having fewer printouts and fewer steps, you will probably appreciate that. The tour is also noted as near public transportation, so you have options if you are not driving or if you are pairing it with other nearby stops.

The only schedule tradeoff is attention span. The places are historic, but the stories are designed as short segments, usually 10 to 20 minutes each. You do not have to rush, but you do want to listen closely early, because the tour does not linger long at any single location.

Middleton Tavern: Roland, drinks, and a nearly 300-year-old setting

Your first stop is Middleton Tavern, described as nearly 300 years old. This is one of those locations where the atmosphere helps the story work. The tour has you step inside, hear tales connected to people who lived in its walls, and keep an eye out for a spirit staff have named Roland.

I like how this stop sets expectations for the night. You are not being dropped into the spookiest story first. You are eased in with a real pub environment, a short narrative hook, and time to settle before the route gets more intense. Also, the idea of spotting or watching for something adds a bit of interactive energy without turning it into something silly.

A practical note: because you are encouraged to enjoy a drink while listening, this is a stop where ordering early can help you avoid missing a key portion. If you are sensitive to loud spaces, pick your drink stance thoughtfully, not at the bar edge where you may lose sight of the guide.

136 Dock St and the Old Annapolis Jail: accused, awaiting trial

Next up is 136 Dock St, the Old Annapolis Jail. Here the theme shifts from tavern hauntings to the darker side of early Annapolis life. You learn what it was like for an accused criminal awaiting trial, then hear how stories live on about people who still are said to walk the streets related to this site.

This is the stop that will likely feel most grounded and serious. Even if you are not a heavy history fan, the jail setting tends to pull people in, because the building type is inherently vivid. It also changes the emotional tone of the crawl, which can make the later tavern stories more interesting instead of repetitive.

One reason I think this works well in a pub crawl format is pacing contrast. After a drink friendly tavern start, the jail story gives you a mental gear shift. You are still in the same guided tour bubble, but the subject matter gets heavier, so the evening does not stay shallow.

Reynolds Tavern and 1747 Pub: legend, then keep your spirit’s etiquette

The crawl continues with Reynolds Tavern and 1747 Pub. This stop is centered on one of Annapolis’ renowned legends, with the added warning to stay on their resident spirit’s good side.

This is where the tour leans more into folklore than paperwork. You should expect story energy rather than long explanations. If you like ghost tales that feel like they were passed along by locals, this is the part of the route that should satisfy.

A small consideration is that this type of stop can vary depending on your guide style. The tour is positioned as accurate and researched, but the delivery can still be more narrative and less factual. If you are the type who wants specifics, bring your questions, and do not be afraid to ask what is fact, what is legend, and how they connect.

St. Anne’s Parish: an 1858 fire survivor church and rumored origin stories

At St. Anne’s Parish, the setting changes again, this time to a nearly 300-year-old church that survived a major fire in 1858. You hear tales tied to the grounds, including a rumor about the man said to have started hauntings, plus mentions of notable spirits linked to the site.

I like this stop because it adds a different kind of haunting. Instead of only focusing on the everyday life of tavern patrons, you get the sense of how a community landscape holds stories across generations. The 1858 fire detail also gives you a concrete historical anchor, which helps the ghost talk feel less random.

Because this stop is shorter (about 10 minutes), the guide needs to hit key points quickly. When it works, you leave with a crisp mental picture of how the building survived, and why people later connected that survival to hauntings. If you want slower and deeper storytelling, you might wish you had a few extra minutes here.

Rams Head Tavern: tragedy, early tavern life, and petty spirits

Next is Rams Head Tavern. You get tragic tales about people who lived and worked there in the early 18th and 19th centuries, plus the possibility of encountering petty spirits said to reside in the building.

This stop brings the crawl into a classic ghost pub lane: people, labor, and daily life, with hauntings described as small, nagging presences instead of dramatic movie level events. That shift can make the stories feel more believable, because everyday trouble is something communities actually remember.

If you are picturing a spooky scene, keep it realistic. This tour is built around listening inside a working bar. You are not watching special effects. The “eerie” part comes from the guide’s framing and the age of the setting, plus the shared attention of the group.

Government House of Maryland: history without being the original

The route then heads to the Government House of Maryland. The building there is not the original government house, but it is still described as full of history, with ghostly inhabitants of its own.

I appreciate that clarification. It is easy for ghost tours to oversimplify by blending locations together, but this approach acknowledges the nuance. That kind of detail tends to make the storytelling feel more careful, even when the theme is supernatural.

This stop is also one of the shorter ones at about 10 minutes, so the best use of your time is to listen for the core narrative the guide offers about why this place attracts stories. If you want to remember it later, jot down the building name and the story angle the guide emphasized.

Galway Bay Irish Restaurant and Pub: prohibition history in a pub crawl finale

Your final stop is Galway Bay Irish Restaurant and Pub, framed around an important site in Annapolis prohibition history. It is a smart way to end, because it ties back to the pub theme while giving you a specific era with clear cultural energy.

If the earlier stops lean more into colonial era and everyday haunting, the prohibition angle brings the night back to what you can feel in modern Annapolis. It also gives you a reason to stay present and not rush off the moment the tour ends, because you end in a place where you can keep chatting and ordering.

As a finale, it likely works best if you keep your attention in the last 20 minutes. People sometimes zone out when they think they are near the end, but the final story often sticks because it is tied to a period with strong public memory.

Guide style, story pacing, and what feedback suggests

This tour comes with a guide, described as friendly and knowledgeable, plus stories that are thoroughly researched and accurate. In addition to that promise, one specific name shows up in praise: Ryan. One highlight was how Ryan guided patiently and kept the evening informative, with a tone that made the pub crawl feel comfortable rather than chaotic.

That same praise also hints at a real difference between ghost tours. You can have great buildings, but if the guide cannot connect the facts to the atmosphere, the stories fall flat. The positive feedback suggests Ryan was good at doing that.

At the same time, there is at least one complaint about limited historical facts and a guide that felt unprepared at some stops. That does not erase the positives, but it is worth considering. If your top priority is deeply detailed historical sourcing, you might want to go in with an attitude of curiosity rather than expecting every story to be textbook long.

The good news is that the structure gives you built in variety. You are moving from taverns to jail to parish church to government space to a prohibition related pub. Even if one story is less detailed than you hope, the route keeps changing the mood.

How to get the most from your ghost pub evening

A ghost pub crawl is part listening, part social night. If you want it to work for you, here are a few practical moves that match how this tour is built.

First, decide your drink plan early. Because alcohol is not included in the price, the tour is really about the atmosphere and stories, not free cocktails. If you do plan to drink, consider ordering right when you walk in at each stop so you are not juggling a long wait during the story segment.

Second, treat each stop like a short chapter. With stops that often run around 10 to 20 minutes, you get more value by staying mentally ready. Pay attention to the one or two details the guide emphasizes, like the spirit name Roland at Middleton Tavern or the prohibition angle at Galway Bay.

Third, ask simple follow ups. This kind of tour is designed for a guide to guide, and your questions can push the experience toward the level of depth you want. If you want more specifics, ask what is the most documented part of the story versus what is local legend.

Finally, wear comfortable walking shoes. The tour is a crawl through central Annapolis, and even if you are not trekking far, you are on your feet for close to two hours. Also, plan for bar noise. If you know you struggle in loud rooms, choose where you stand so you can hear clearly.

Should you book Annapolis Ghost Tours Boos and Booze?

You should book if you want an easy evening plan that mixes historic Annapolis locations with short guided ghost stories, plus time to relax in classic pub settings. It is also a good match if you enjoy a guide who can keep things patient and organized, with feedback highlighting Ryan for that exact style.

Skip or rethink if you are the type who wants long storytelling at every stop, with maximum detail at minimum bar time. This format is built for variety and movement, so it may feel limited if you expect hours of lore in one place.

If you want a fun, structured way to see multiple haunted, historic spots in one night, this tour is a solid bet at $36. Just go with the right mindset: you are buying a guided route and atmosphere, not a quiet history seminar.

FAQ

How long is the Annapolis Ghost Tours Boos and Booze Haunted Pub Crawl?

The tour lasts about 2 hours.

What time does the tour start, and where do I meet?

It starts at 6:00 pm and meets at 22 Market Space, Annapolis, MD 21401.

Does the tour price include alcohol?

No. Alcoholic beverages are not included in the price of the tour.

Is the tour in English?

Yes, it is offered in English.

Are service animals allowed?

Yes, service animals are allowed.

What is the cancellation policy?

You can cancel for free up to 24 hours in advance for a full refund. If you cancel less than 24 hours before the start time, the amount paid is not refunded.