Viator Rating : 5 (9 reviews)
Annapolis
Annapolis Historical Pub Crawl: Tipsy History Tour
120
Overview
Tipsy History: The Historical Pub Crawl of Annapolis offers a fun way to explore the city's rich past! This two-hour walking tour reveals how drinking influenced Annapolis and the nation. It's perfect for history buffs and anyone who enjoys a good drink.
During the tour, guests will visit iconic locations such as the Maryland State House, City Docks, and Main Street. Each stop features fascinating stories about rebels, rum-runners, and the drinks that defined their eras. A guide will lead the group through downtown, sharing tales of Annapolis's tipsy history. While drinks are recommended at each pub, they are not included in the tour price.
This experience includes a guided tour of historic Annapolis pubs. It excludes alcoholic beverages. Get ready for a relaxed and fun evening immersed in the past! 
Highlights
Explore Annapolis' History: Discover how drinking shaped the city and the nation.
Visit Iconic Pubs: Enjoy recommended drinks at historic Annapolis locations.
Expert Guided Tour: Learn from knowledgeable guides about Annapolis' vibrant past.
Perfect for History Lovers: A fun and engaging experience for history buffs and drink enthusiasts.
Sentiment Analysis
Customers loved learning about history while enjoying drinks.
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Guides were fun and knew a lot about Annapolis.
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The tour was a great way to see the city's historical spots.
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Many enjoyed the drink recommendations at each stop.
Some wished the drinks were included in the tour price.
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A few found the walking distance longer than expected.
The Journey
Maryland State House
Step into history at the Maryland State House, the oldest state capitol in continuous legislative use. Completed in 1779, this architectural masterpiece witnessed the ratification of the Treaty of Paris, officially ending the Revolutionary War. Explore its stunning dome, admire the Old Senate Chamber, and feel the weight of history in its hallowed halls, a true testament to American democracy and architectural grandeur.
City Docks
Experience the heart and soul of Annapolis at the City Docks, where maritime history comes alive. Watch sailboats glide into the harbor, enjoy the lively atmosphere of waterfront restaurants and shops, and immerse yourself in the nautical spirit. This bustling waterfront is perfect for a leisurely stroll, a sunset cruise, or simply soaking in the picturesque views of Ego Alley, where boaters parade their vessels. Feel the salty breeze and imagine the countless stories the harbor holds.
Main Street
Stroll down Main Street, the vibrant spine of downtown Annapolis, and discover a treasure trove of unique shops, art galleries, and delectable dining experiences. Lined with historic buildings, this charming street offers a blend of old-world charm and modern-day energy. From quaint boutiques to award-winning restaurants, Main Street is the perfect place to explore local culture, find that special souvenir, and indulge in the flavors of Annapolis. It's a feast for the senses and a must-visit destination for any traveler.
Know Before You Go
This historical pub crawl includes a guided walking tour of iconic pubs in Annapolis. Alcoholic beverages are not included in the price, so guests should be prepared to purchase their own drinks at each stop. The meeting point is in downtown Annapolis. Get ready to explore and enjoy!
Hot Tip
Wear comfortable shoes and check the weather forecast. Some reviewers recommend bringing cash for drinks, as some places may not accept cards for smaller purchases.
Review Summary
People finds this tour consistently engaging, with reviewers frequently praising guide Ryan’s deep historical knowledge, entertaining storytelling, and thoughtful drink recommendations that pair well with each stop’s narrative.[2][5] Guests highlight the delicious suggested cocktails, the fun, relaxed atmosphere, and the way the tour blends Annapolis history with alcohol’s social impact, making it popular for friends, families, and work groups looking for an evening activity.[2][5] Public feedback on Viator-linked channels and Tripadvisor is overwhelmingly positive, and while detailed complaints are rare or not prominently listed, the lack of negative themes suggests that expectations around pacing, content, and value are generally well met for this two-hour downtown pub crawl.[2][6]
Frequently Asked Questions
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