Tours in Annapolis

Tipsy History: The Private Group Historical Pub Crawl

The Private Group Tour is perfect for corporate team outings, bachelor or bachelorette parties,  or friends and family who love whiskey, spirits, and history. Upon booking this tour we will reach out to you for any special requests. 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 all 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. Join us to toast the past, enjoy the present, and experience history with a tipsy twist.Timed with happy hour, this tour is the perfect start for anyone who loves whiskey, spirits, and tipsy history.