Tipsy History Tour: 300+ Years of Annapolis Drinking History
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.
Meeting Location
63 Maryland Avenue
Annapolis, MD 21401, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
193 B Main Street
Annapolis, MD 21401, USA
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Annapolis Historic District
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?
Cancellation Policy
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Activity code: C-5603826P1
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 53 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from City Sky Diving customers.
Filter by:
- 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).
- 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.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025The minimum age to participate is 21..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Tipsy History Tour: 300+ Years of Annapolis Drinking History is as follows:
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Tipsy History Tour: 300+ Years of Annapolis Drinking History will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- 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
- 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
