Uncover Annapolis’ scandalous past on a thrilling pub crawl. Sip cocktails, hear juicy tales, and explore historic taverns. Adults only.
Uncover Annapolis’ scandalous past on a thrilling pub crawl. Sip cocktails, hear juicy tales, and explore historic taverns. Adults only.
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Annapolis Historic District - Each bar visit will last around 30 minutes. Guests will have plenty of time to buy their preferred drink before the guide begins sharing stories. After the storytelling, the guide will give a 5-minute notice to finish drinks, use the restroom, etc., before moving to the next venue.
The tour includes visits to three…
- Annapolis Historic District - Each bar visit will last around 30 minutes. Guests will have plenty of time to buy their preferred drink before the guide begins sharing stories. After the storytelling, the guide will give a 5-minute notice to finish drinks, use the restroom, etc., before moving to the next venue.
The tour includes visits to three bars, which may be selected from the following options:
• Middleton Tavern
• Rams Head Tavern
• Federal House Bar & Grille
• Annapolis Market House
• O’Briens Tavern
• Dock Street Bar & Grill
• Drummer’s Lot at the Maryland Inn
• Harry Brownes
• Galway Bay (formerly The Little Campus Inn)
Please note that drinks are not included in this tour.
This tour is exclusively for adults aged 21 and over. No children are allowed.
Expect to spend most of the time in lively and sometimes crowded pubs. Be prepared for some adult fun!

- Local guide
- Local guide
- Alcoholic drinks (available to purchase)
- Gratuities
- Alcoholic drinks (available to purchase)
- Gratuities
The Hidden History Pub Crawl offers a captivating journey through Annapolis’ intriguing past. Enjoy a drink while being entertained by tales of historical conspiracies, murders, riots, and forgotten stories, as your guide vividly recounts the city’s most fascinating narratives. With a fresh set of stories each night, this tour provides the most…
The Hidden History Pub Crawl offers a captivating journey through Annapolis’ intriguing past. Enjoy a drink while being entertained by tales of historical conspiracies, murders, riots, and forgotten stories, as your guide vividly recounts the city’s most fascinating narratives. With a fresh set of stories each night, this tour provides the most captivating insight into Annapolis’ twisted history.
The Hidden History Pub Crawl is a 2-hour tour (approximately 1/2 mile) through some of Annapolis’ legendary taverns.
Spending around 20-30 minutes at each stop, participants can unwind with a cocktail while discovering some of the most intriguing and vibrant history through the tavern tales.
The tour includes visits to three bars, which may feature some of the following locations:
Middleton Tavern
Rams Head Tavern
Federal House
Dock Street Bar & Grill
Drummer’s Lot at the Maryland Inn
Harry Brownes
Galway Bay
Please note that drinks are not included in the tour!
This tour is exclusively for adults aged 21 and over. No children are allowed.
- Minimum age is 21 years! No exceptions
- Dress code is smart casual
- Due to uneven surfaces, this tour is not recommended for those with walking disabilities or using a wheelchair. However, many guests in wheelchairs have been more than capable of traversing the route. Please call before booking to discuss!
- Operates in all weather conditions, please dress appropriately. Disposable ponchos available for $1 each, please call first to make sure are fully stocked.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.