Tipsy History Tour: 300+ Years of Annapolis Drinking History




Tipsy History Tour: 300+ Years of Annapolis Drinking History
Dive into Annapolis' boozy past on a 2-hour pub crawl. Enjoy a unique blend of history and drinks. Explore, sip, and learn how the local drinking culture shaped the city and beyond.
Experience Details
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
What You Get
Good To Know
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Service animals allowed
What You’ll Experience
Colonial Annapolis Historic District
Meeting & Pickup
Galway Bay Irish Restaurant and Pub, Maryland Avenue, Anne Arundel County Maryland, United States, US, 21401
Open in Google MapsDRY 85, Main Street, Anne Arundel County Maryland, United States, US, 21401
Open in Google MapsCancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
Ryan was so delightful!! He was funny and knowledgeable and told the stories in such an engaging way - not to mention he handled our sometimes rowdy group with such grace and really rolled with the...read more


My girlfriend and I had an amazing time on the Tipsy History Tour! Our tour guide was incredibly knowledgeable and did a great job making the history interesting, entertaining, and fun. We learned ...read more
Fantastic tour. This was a great experience and well worth the money. Highly recommend
Ryan’s tour is the best. A unique historical perspective on the Town of Annapolis from a drinking perspective. An important part of American History. It’s a great walking happy hour. Don’t miss it!
This was a fun experience with all sorts of rid bits about history about the area and the drinks we enjoyed. The guide was entertaining and very knowledgeable!