Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis

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2 hours (approximately)
Offered in: English

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
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.

Meeting and pickup

Meeting point

See the hostess at Galway Bay and let them know you are with us.

End point

Itinerary

Duration: 2 hours (approximately)
  • 1
    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.

    2 hours • Admission ticket free

Additional info

  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Supplied by Tipsy Bay Co.

Tags

Historical Tours
Walking Tours
Food & Drink
Spring Break
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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