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Tipsy History Tour: 300+ Years of Annapolis Drinking History

53 Reviews 5.00 out of 5 stars Based on 53 reviews collected by City Balloon Tours and TripAdvisor | Recommended by 100% of reviewers | Annapolis, USA
Don't miss out!
On average, this is booked 146 (129) days in advance.

2 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

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's Included

  • A guided drinking history tour at iconic Pubs in Annapolis
  • Alcoholic beverages 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.
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Meeting Location

Meeting point

63 Maryland Avenue
Annapolis, MD 21401, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

193 B Main Street
Annapolis, MD 21401, USA

What To Expect

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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.
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2 hours Admission Ticket Free

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 15 travelers

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Tipsy History Tour: 300+ Years of Annapolis Drinking History?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-5603826P1

Traveler Photos

Reviews

5.00
53 reviews

Average 5.00 out of 5 stars based on 53 traveler reviews collected by City Balloon Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
53
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 146 (129) days in advance.

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What's Included

Activity name

  • A guided drinking history tour at iconic Pubs in Annapolis
  • Alcoholic beveragesAlthough 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.

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 15 travelers

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Activity name