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2 giờ
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Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended drinks at each stop. From rebels to rum-runners, each location reveals fascinating stories paired with a drink that defines the era. Perfect for whiskey enthusiasts and history buffs alike, this tour offers a relaxed atmosphere to toast the past and enjoy the present. Dress comfortably as you stroll through downtown, rain or shine, and prepare for a fun evening immersed in tipsy history.
- 2-hour historical pub crawl through downtown Annapolis
- Discover how drinking shaped Annapolis' history
- Enjoy recommended drinks at each stop, not included in the price
- Limited walking involved; dress for comfort and the weather
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Colonial Annapolis Historic District
Come raise a glass with us on a historical pub crawl that shares the untold stories of how drinking shaped Annapolis, Maryland, and the nation itself. At each stop, we’ll dive into a different era— paired with a recommended drink that was the rage at the time. We will dive into the colonial rum obsession, Maryland’s rich whiskey distilling roots, and the bold few who treated Prohibition like a suggestion, not a law. We will roughly be at each pub for 30 minutes and will pass by some of Annapolis' most iconic places like the State House, Ego Alley and Main Street. Join us to toast the past, enjoy the present, and experience history with a tipsy twist.
A guided drinking history tour at iconic Pubs in Annapolis
Although we have recommended drinks at each stop they are not included with the price of the tour. This allows our guests to enjoy alcohol at their own pace and responsibly.
For a full refund, cancel at least 24 hours before the scheduled departure time.
32 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
cbenz1426,3 thg 7, 2026
- Đánh giá từ Tripadvisor
Very fun and informative! Ryan knows his history and drinks. A glimpse into a different type of Annapolis history.

elizabethzC2981IY,3 thg 7, 2026
- Đánh giá từ Tripadvisor
Ryan is an entertaining tour guide who shares a lot of knowledge and enthusiasm! Definitely recommend!
jodi R,25 thg 6, 2026
- Đánh giá từ Viator
This was a fun and interesting tour with delicious drink specials. Ryan was a great guide. We learned so much.
Caroline O,20 thg 6, 2026
- Đánh giá từ Tripadvisor
One of our favorite tours ever! Nicely paced, with fascinating and memorable stories of Annapolis history. We went on a rainy night, and the short walks between venues made it completely doable. Thank you, Ryan!
Sightsee56076189512,6 thg 6, 2026
- Đánh giá từ Tripadvisor
Ryan was great. We always like to hear interesting history in a fun way. He was very patient and adaptable to this assorted group of people.
735timt,5 thg 6, 2026
- Đánh giá từ Tripadvisor
If you like a little history while you enjoy amazing cocktails in three of the best pubs in Annapolis take this tour. Ryan is a great host, tour guide and teacher of the evolution of alcoholic drinks in Maryland.
BillS1122012,14 thg 5, 2026
- Đánh giá từ Tripadvisor
Okay, Ryan deserves the 5-star rating that all the previous reviews have given him. We so enjoyed his story telling, and his whiskey (really spirits in general) is so deep! Amazing! We’re already building a list of friends we want to bring along for another outing with Ryan!
916danielley,9 thg 5, 2026
- Đánh giá từ Tripadvisor
What a unique way to see the charm of Annapolis! Ryan was a very entertaining tour guide. This was a great date night. Highly recommend and we’ll be back again!
Joel Y,30 thg 4, 2026
- Đánh giá từ Viator
It is a lot of fun and very informative. The beverages were all excellent. The bars/restaurants we went to I would go to again. I was looking for a fun date night with my wife and this absolutely delivered.
Roving575546,27 thg 4, 2026
- Đánh giá từ Tripadvisor
Very fun and informative. Excellent couples evening. We really enjoyed ourselves.

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