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

Boston: Historic Pubs Walking & Ferry, Food & Drink Tour offers a lively and authentic way to experience Boston’s historical roots alongside its vibrant culinary scene. For $129 per person, you’ll spend approximately 3.5 hours exploring the North End, crossing Boston Harbor, and visiting some of the city’s oldest taverns. Led by knowledgeable guides (ours was Alaina, who received glowing reviews), this tour combines history, stunning harbor views, and delicious bites in a way that feels both fun and informative.

What we love most about this experience is the chance to sip a drink where iconic figures like George Washington and Samuel Adams once gathered — at the “Oldest Tavern in America,” dating back to 1795. The scenic round-trip ferry ride across Boston Harbor is another highlight, offering fantastic views of the USS Constitution and Bunker Hill, while providing a relaxing break from walking. A final sweet treat from a renowned North End pastry shop caps off the journey with a touch of local flavor.

One potential consideration is that the tour is geared toward adults, and the pace can be lively, especially on a hot day. It’s perfect for those who enjoy combining history with good food, and for travelers who appreciate small group settings, which make for more personal interactions. If you love storytelling, historic taverns, and waterfront views, this tour offers a balanced mix that appeals to curious explorers and food lovers alike.

Key Points

• Historic Boston landmarks like Bunker Hill and the USS Constitution are part of the route.
• Visits to two historic taverns including the “Oldest Tavern in America” where George Washington and Samuel Adams once drank.
• Scenic ferry ride across Boston Harbor provides great views and a relaxing break.
• Food and drinks at each tavern include appetizers and two drinks, with options like draft beer, house wine, or soft drinks.
• Authentic experience with a guide sharing lively stories about Boston’s revolutionary past.
• Sweet treat from a famous North End pastry shop offers a delicious finish.

You can check availability for your dates here:

An In-Depth Look at the Boston: Historic Pubs Walking & Ferry Tour

Starting in Boston’s North End: A Historic Neighborhood

The tour kicks off in the North End, often called Boston’s “Little Italy,” known for its winding cobblestone streets and centuries-old architecture. Meeting at Modern Pastry Underground, you’ll find yourself right at the heart of Boston’s oldest neighborhood. Our guide, Alaina, made an immediate friendly impression, sharing tidbits about the area’s history and giving practical tips for the rest of our visit.

The North End has long been a hub for revolutionaries, and it’s no coincidence that the tour begins here. Walking through this lively district, you’ll spot historic sites, narrow alleyways, and cozy cafes, all adding to the sense of stepping back in time. The fact that you can walk right into Modern Pastry without waiting in line saves valuable time, letting you start with a sweet treat or coffee if you wish.

The First Tavern: Stepping Back into 1780

Our first stop was a tavern dating to 1780, where you can drink under the same roof as figures like Washington and Adams. As you settle into this historic setting, you realize that these taverns aren’t just bars—they’re the birthplace of American independence. The guide shared stories of revolutionary planning, spirited debates, and clandestine meetings that took place within these walls.

Guests are served appetizers and a drink—choices include draft beer, house wine, or soft drinks—making it easy for everyone to partake. Several reviews praised the “excellent food and beverages,” and noted that the experience felt intimate and genuine, thanks to small group sizes. One guest mentioned, “Big Al was an amazing tour guide. He made you feel like a friend and enjoyed the history and all the tips on things to do in the city.”

Crossing Boston Harbor: Scenic Views and History

Next, the tour moves to a scenic round-trip ferry ride across Boston Harbor. This is a highlight for many, offering sweeping views of the harbor, the USS Constitution (“Old Ironsides”), and historic sites like the Bunker Hill Monument. The ferry is a relaxing interlude that breaks up the walking and adds a sense of adventure.

Passengers on the ferry often comment on how much they appreciate the panoramic views and the chance to see Boston from the water. It’s a different perspective than on land, and the gentle movement of the boat provides a calming rhythm amid the informative chatter.

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The USS Constitution and Bunker Hill

Once on the other side, you’ll get a close-up look at the USS Constitution and the Bunker Hill Monument. These iconic landmarks are central to Boston’s revolutionary narrative. While the tour isn’t a detailed history lesson, the guide will point out key features and share interesting stories, making the experience engaging for history buffs and casual visitors alike.

Returning to Boston: The Blackstone Block and Boston Stone

Back across the harbor, the tour continues into the Blackstone Block, a lesser-known but fascinating part of Boston’s historic fabric. Here, you’ll learn about the “Boston Stone,” an intriguing artifact with a history shrouded in local legend. These stops are perfect for those who love uncovering hidden gems and hearing stories that go beyond the usual tourist fare.

The Second Tavern Visit: A Toast to Revolutionaries

The second stop is at “the Oldest Tavern in America,” dating back to 1795. Here, you’ll enjoy your second drink and appetizers, all set in a building that has hosted notable figures for over two centuries. Guests often rave about the “great history along the way,” and many mention the passion and knowledge of the guides, who make history come alive.

Sweet Ending at a North End Pastry Shop

The tour concludes with a dessert from a renowned North End pastry shop. Authentic cannoli, biscotti, or other Italian treats make for a delightful finish. Several reviewers have highlighted how this final sweet note complements the entire experience, leaving guests with a satisfying taste of Boston’s culinary traditions.

Is This Tour Worth the Price?

At $129, the tour offers good value, especially considering the inclusion of two historic tavern visits, two drinks, appetizers, ferry rides, and a knowledgeable guide. The reviews consistently praise the quality of the guide’s storytelling, the stunning harbor views, and the authenticity of the taverns. The small group sizes (implied by the personalized experience) also add to the overall value, allowing for questions and interaction.

While the price might seem steep for some, remember that it combines food, drinks, transportation, and entertainment into a single, well-organized outing. It’s an efficient way to get a taste of Boston’s revolutionary past while enjoying scenic views and local flavors.

Who Would Love This Tour?

This experience is ideal for history enthusiasts who enjoy storytelling and authentic settings, as well as food lovers eager to sample local bites in historic venues. It’s also perfect for travelers who appreciate scenic ferry rides and small-group atmospheres. If you prefer guided tours with engaging storytellers and a mix of cultural and culinary experiences, this tour will likely be a highlight of your Boston trip.

Final Thoughts: Who Is This Tour Best For?

This tour shines for those wanting a hands-on, intimate glimpse into Boston’s revolutionary history paired with delicious bites and harbor views. The storytelling by guides like Alaina, praised for making history accessible and fun, makes it especially appealing. The combination of historic taverns—some dating to the late 18th century—gives a tangible sense of the past that you can almost taste.

It’s well-suited to adults who enjoy small-group tours and are comfortable walking and standing for about three and a half hours. The ferry ride adds a relaxing element that balances the walking and indoor stops, appealing to those who appreciate a mix of scenery and storytelling.

If you’re a history buff, a culinary explorer, or simply looking for a unique way to see Boston, this tour offers a compelling blend of all three. The consistently high ratings—4.9 out of 5 from 55 reviews—attest to its appeal and quality.

FAQ about the Boston: Historic Pubs Walking & Ferry Tour

Is the tour suitable for children?
This tour is recommended for adults only, so it’s best suited for travelers 18 and older who enjoy history, food, and scenic views.

How long does the tour last?
The experience lasts approximately 3.5 hours, including walking, ferry rides, and time in the taverns.

What’s included in the price?
You get an English-speaking guide, visits to two historic taverns with appetizers and drinks, a round-trip ferry across Boston Harbor, and a dessert from a North End pastry shop.

Do I need to bring anything special?
Comfortable shoes and weather-appropriate clothing are advised since there’s walking involved and some outdoor elements. A passport or ID is also recommended.

Are reservation and payment flexible?
Yes, you can reserve now and pay later, and cancel up to 24 hours in advance for a full refund.

What type of drinks are served?
Guests can choose from draft beer, house wine, or soft drinks at each tavern.

Can I do this tour if I have mobility issues?
While the tour involves walking and ferry rides, contact the provider to discuss specific needs, as the experience is mostly on foot and boat.

Is the tour available in languages other than English?
Currently, the tour is offered in English.

Where does the tour meet?
It begins at Modern Pastry Underground in Boston’s North End, a central and historic location.

To sum it up, this Boston: Historic Pubs Walking & Ferry, Food & Drink Tour is a smart choice for those seeking an engaging mix of history, scenery, and local flavors. It’s especially valuable for travelers who enjoy storytelling, small groups, and authentic historic settings. With excellent reviews and a thoughtfully curated itinerary, it’s a memorable way to see Boston from a different perspective—through its taverns, harbor, and stories of revolution.

You can check availability for your dates here: