Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Exploring Boston’s Oldest Neighborhoods

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour

Discover Boston with this 3.5-hour guided tour featuring historic pubs, scenic ferry rides, delicious snacks, and drinks—all in an intimate group setting.

Explore the historic heart of Boston with a tour that combines cultural landmarks, legendary taverns, and scenic views. This small-group experience costs $119 per person and lasts approximately 3.5 hours, offering a balance of history, food, and fun. Starting at Modern Pastry in the North End, the tour takes you through Boston’s oldest neighborhoods including Beacon Hill, the Blackstone Block, the North End, and Charlestown. The highlight is a scenic ferry ride across Boston Harbor, paired with visits to historic taverns where you can enjoy two included drinks and authentic tavern snacks.

With a top rating of 5.0 from 120 reviews and a 95% recommendation rate, this tour is praised for its knowledgeable guides and engaging storytelling. While it’s a fantastic choice for anyone interested in Boston’s history, food, and vibrant atmosphere, it is designed for those comfortable with walking and some moderate physical activity. Be prepared for weather and enjoy an authentic taste of Boston’s past in a lively, friendly setting.

Key Points

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Key Points

  • Small-group tour limited to 12 participants for a more personalized experience
  • Includes scenic ferry ride across Boston Harbor, adding a unique view of the city
  • Visits five historic sites along Boston’s Freedom Trail, including the Old State House and Faneuil Hall
  • Enjoy two drinks and snacks, including a cannoli from a renowned North End bakery
  • Stops at historic taverns, including the Warren Tavern built in 1780 and the Bell in Hand, the oldest tavern in America
  • Tour lasts approximately 3 hours 30 minutes, with flexible weather arrangements

Starting Point and Meeting Logistics

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Starting Point and Meeting Logistics

This tour begins at Modern Pastry located underground at 263 Hanover Street in Boston’s North End. The meeting point is conveniently near public transportation, making it easy to access from various parts of the city. The tour features a round-trip ferry ride from Long Wharf, adding a scenic element to the experience.

Exploring Boston’s Oldest Neighborhoods

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Exploring Boston’s Oldest Neighborhoods

The North End, first settled in 1630, remains Boston’s most historic area and is also known as Little Italy. Its lively streets are filled with some of the city’s best restaurants, pizzerias, and bakeries, making it the perfect start for a day of exploration. The tour’s first stop is here, setting the tone for a blend of history and local flavors.

Visiting the Charlestown Navy Yard and USS Constitution

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Visiting the Charlestown Navy Yard and USS Constitution

The Charlestown Navy Yard hosts the USS Constitution, the only floating site on Boston’s Freedom Trail. Here, you’ll hear about how this famous warship earned its nickname “Old Ironsides”. The Navy Yard offers a glimpse into Boston’s maritime past and military history, enriching your overall understanding of the city.

Discovering the Battle of Bunker Hill

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Discovering the Battle of Bunker Hill

A key stop is Bunker Hill, where the first significant battle of the American Revolution took place. The tour shares stories about figures like Dr. Joseph Warren and the famous command “Don’t fire til you see the whites of their eyes”. The site’s historical importance makes it a compelling part of this journey.

Sampling at Warren Tavern

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Sampling at Warren Tavern

Founded in 1780, Warren Tavern offers the chance to enjoy your included drink under the same roof as George Washington, Samuel Adams, Paul Revere, and Dr. Joseph Warren. This tavern’s long history makes it a highlight for those interested in Revolutionary Boston and its lively tavern culture. Expect a beer, wine, or soda, along with a tavern-style snack.

Visiting the Old State House and Boston Massacre Site

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Visiting the Old State House and Boston Massacre Site

The Old State House is the oldest public building still standing in the eastern US. Its cobblestone circle commemorates the Boston Massacre, marking the first bloodshed of the American Revolution. This stop offers a moment to reflect on Boston’s pivotal role in America’s independence movement.

Exploring Faneuil Hall and Quincy Market

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Exploring Faneuil Hall and Quincy Market

After your ferry ride back from Charlestown, the tour takes you to Faneuil Hall Marketplace, built in 1742 by Peter Faneuil. Known as the “Cradle of Liberty,” this bustling market remains a central hub for shopping, dining, and history. The guide shares stories about Boston’s merchants and the marketplace’s significance over centuries.

Visiting Historic Taverns: Bell In Hand or Green Dragon

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour - Visiting Historic Taverns: Bell In Hand or Green Dragon

The final tavern stop features either the Bell in Hand, recognized as “America’s Oldest Tavern,” or the Green Dragon, known as the “Headquarters of the Revolution.” Here, you receive your second drink and tavern snacks, rounding off the day in a historic drinking setting that dates back to the 18th century.

Concluding with a North End Cannoli

The tour wraps up back in the North End with a sweet treat: a cannoli from a famous bakery. This final stop offers a delicious, authentic taste of Boston’s Italian heritage, providing a fitting end to an afternoon filled with history and flavor.

The Included Highlights and Extras

This $119 tour offers a considerable value, covering two drinks, tavern appetizers, a cannoli, a scenic ferry ride, and visits to five historic sites. A professional local guide leads the way, sharing engaging stories and answering questions throughout. The tour’s small group size ensures a friendly, intimate atmosphere, ideal for learning and socializing.

Physical and Weather Considerations

The tour is suitable for those with moderate physical fitness as it involves walking through Boston’s historic neighborhoods and some outdoor stops. It operates in all weather conditions, so dressing appropriately is recommended. Cancellation is free with a 24-hour notice, and plans are flexible if weather disrupts the experience.

Who Will Appreciate This Tour

This experience is perfect for history enthusiasts, food lovers, and anyone interested in experiencing Boston beyond the usual sightseeing. The combination of historic sites, taverns, ferry rides, and local stories appeals to those wanting an engaging, educational, and tasty exploration of Boston’s past.

Final Thoughts on the Boston Historic Pubs Tour

With a perfect overall rating of 5.0, this tour consistently delights participants with its knowledgeable guides, authentic taverns, and scenic ferry rides. It offers a well-rounded look at Boston’s revolutionary history while providing satisfying snacks and drinks. The limited group size adds a personal touch, making it a memorable outing.

While it’s best suited for those able to walk comfortably and prepared for weather, the tour’s inclusions and storytelling prowess make it a compelling choice for a fun, informative afternoon in Boston. Highly recommended for anyone seeking an authentic taste of Boston’s historic tavern culture combined with scenic views and engaging stories.

Ready to Book?

Boston Historic Pubs with Food & Drink, Ferry & Walking Tour



5.0

(120)

86% 5-star

“Alvin was a great tour guide with a lot of history and fun to be around. He kept the group going and was open to questions. Worth the money”

— Dawn L, Apr 2025

Frequently Asked Questions

How long does the tour last?
The tour lasts approximately 3 hours 30 minutes.

What is included in the price?
The tour includes two drinks (beer, wine, or soft drink), snacks at two taverns, a cannoli at the end, and a scenic ferry ride across Boston Harbor.

Where does the tour begin?
It starts at Modern Pastry on 263 Hanover Street in the North End.

Are there any age restrictions?
The tour involves alcohol consumption and walking, so it’s best suited for adults of legal drinking age and those comfortable with moderate physical activity.

What stops are included?
Stops include North End, Charlestown Navy Yard, Bunker Hill, Warren Tavern, Old State House, Faneuil Hall Marketplace, and a final stop back in the North End.

Is the ferry ride scenic?
Yes, the ferry ride across Boston Harbor offers scenic views of the city skyline and waterfront.

Can I cancel if my plans change?
Yes, free cancellation is available if canceled at least 24 hours in advance.

What is the group size?
The tour limits groups to a maximum of 12 travelers for a more personal experience.

Is this tour suitable in bad weather?
Yes, it operates in all weather conditions, but dressing appropriately for outdoor elements is advised.

How physically demanding is this tour?
It involves walking through historic neighborhoods, so moderate physical fitness is recommended.