Boston Historic Pubs Tour with Drinks and Tastings Included
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Raise a glass to Boston’s rich history on the Boston Historic Pubs Tour with Drinks and Tastings Included. Over 3.5 hours, you'll explore almost 400 years of Tavern history, visiting five historic pubs and taverns that played key roles in America’s story. Along the way, enjoy two drinks—beer, wine, or soda—and tasty appetizers at each stop, including a sweet cannoli from a renowned North End bakery.
This walking tour covers about 2.5 miles through Boston’s oldest neighborhoods, like Charlestown Navy Yard, Blackstone Block, Faneuil Hall, Quincy Market, and the North End. Plus, you’ll hop on a scenic ferry ride across Boston Harbor, giving you stunning views and a taste of maritime history. It’s a fun, engaging way to see the city, learn its stories, and savor local flavors.
Whether you're a history buff or just looking for a lively way to spend an afternoon, this tour offers a perfect mix of sightseeing, storytelling, and tasting. Walk, learn, eat, and enjoy Boston’s legendary taverns—an experience you won’t forget.
Frequently asked questions
How long is the Boston Historic Pubs Tour?
The tour lasts approximately 3.5 hours and covers about 2.5 miles on foot.
What’s included in the tour?
You’ll enjoy a scenic ferry ride across Boston Harbor, visits to five historic sites along the Freedom Trail, two drinks (beer, wine, or soda), appetizers at two historic taverns, and a cannoli from a famous North End bakery.
Is this tour suitable for all ages?
The tour is designed for adults aged 21 to 99. Participants should have at least a moderate level of physical fitness.
Are there any exclusions I should know about?
Gratuities and hotel pickup or drop-off are not included in the price.
Can I cancel my booking?
Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled tour. Cancellations made less than 24 hours prior are not refundable.
Is the tour accessible for people with mobility issues?
Travelers should have at least a moderate level of physical fitness, as some walking and standing are involved.
Free cancellation
Full refunds are available if you cancel at least 24 hours before the scheduled departure.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 3.5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Scenic ferry ride across Boston Harbor
- Visit 5 Freedom Trail sites
- One drink and an appetizer at each of two historic taverns, plus a cannoli from a North End bakery
- Enjoy drinks with historic figures like George Washington and Paul Revere
- Visit the "Oldest Tavern in America" — First Pour (1795)
- Professional local guide
Not included
- Gratuities
- Hotel pickup and drop-off
Itinerary
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Stop 1
Begin in Boston’s North End, the city’s oldest neighborhood settled in 1630. Known as Little Italy, it’s packed with top restaurants, pizzerias, and bakeries. From here, walk to Long Wharf for a scenic ferry ride across Boston Harbor.
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Stop 2
Visit Charlestown Navy Yard, home to the USS Constitution, the only floating site on Boston's Freedom Trail. Hear the story of 'Old Ironsides' and its historic significance.
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Stop 3
Explore Bunker Hill, site of the first major battle of the American Revolution. Learn about the famous command 'Don’t fire til you see the whites of their eyes!' and the death of Dr. Joseph Warren.
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Stop 4
Hoist a drink at a historic tavern built in 1780, where George Washington, Samuel Adams, Paul Revere, and Dr. Joseph Warren once gathered.
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Stop 5
Visit the Old State House, the oldest public building in the eastern US. See the cobblestone circle marking the Boston Massacre, the first bloodshed of the Revolution.
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Stop 6
After returning from Charlestown, explore Faneuil Hall and Quincy Market. Faneuil Hall, built in 1742, is known as the 'Cradle of Liberty' and remains Boston’s central marketplace.
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Stop 7
End at either the Green Dragon or the Bell in Hand, two of Boston’s oldest pubs, where you’ll enjoy your final drink and snacks.
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Stop 8
Finish your tour back in the North End with a delicious cannoli from a famous bakery—perfect for sweetening your day.
Meeting point & pickup
Meet at the start point
Tours begin in Boston’s North End at Modern Pastry Underground. Please do not wait in line for the pastry shop—just walk right in and head downstairs to meet your guide.
Open in Google MapsCancellation & confirmation
Free cancellation
Full refunds are available if you cancel at least 24 hours before the scheduled departure.
- 100% refund if canceled at least 1 day prior
- No refund if canceled less than 24 hours before
- Tour may be canceled due to bad weather or insufficient bookings
Instant confirmation
Your booking is confirmed immediately after checkout.
From $129.00 per person
- Free cancellation
- Secure checkout with our booking partner
