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Food Tour to Freedom Trail - Small Group Walking Tour

5 (155)
Boston, US

Food Tour to Freedom Trail - Small Group Walking Tour

5 (155)
Boston, US
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Experience the best of Boston in one day with our Food Tour to Freedom Trail! Immerse yourself in the rich foodie culture of the North End and Boston's markets before embarking on a fascinating and delicious stroll along the historic Boston Freedom Trail. Indulge in a variety of local and yummy food samples while your expert guide shares insider stories and shows you hidden gems loved by locals. Along the way, visit the iconic Old North Church and learn about Boston's incredible past. This small group walking tour combines history and food, taking your taste buds on a journey through Beantown. Don't miss out on this captivating and mouthwatering adventure!

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Included
  • 5 hours
  • Suitable for 1-12 Participants
  • Private Tour, Small Group Tour
  • Guided Experience
  • Snacks
  • Coffee and/or tea
  • Lunch
  • Local, English-speaking guide
  • Admission into Old North Church- subject to availability/alternates provided
  • Gratuities
  • Additional food and drink.
  • Souvenirs or personal shopping.

Popular Hotels Closeby

More about this experience


Experience the perfect blend of history and culinary delights on the Food Tour to Freedom Trail - Small Group Walking Tour. Get ready to embark on a captivating journey through Boston's vibrant streets, immersing yourself in the city's rich foodie culture and fascinating past. With an expert guide leading the way, this unique tour takes you on a delicious stroll through Beantown, showcasing its iconic landmarks, hidden gems, and delectable local food samples. It's the ultimate way to discover the best of Boston in just one day.

What to expect?

Throughout the 300-minute tour, you can expect a carefully curated itinerary that includes various stops and activities to satisfy both your cravings and curiosity. From the hand-carved characters of the Greenway Carousel to the lively Faneuil Hall Marketplace, each destination along the way offers a blend of history, culture, and mouthwatering bites. Indulge in the diverse food offerings of the North End, sample classic Italian cuisine, and capture the perfect Instagram-worthy moments at Paul Revere Mall. Explore Boston's iconic landmarks like the Old North Church and Old State House, and discover lesser-known gems like the Old Corner Bookstore. The tour culminates in the serene Boston Public Garden, leaving you with a taste for more.

Who is this for?

The Food Tour to Freedom Trail is perfect for both history enthusiasts and food lovers alike. Whether you're a local looking for a new way to experience your city or a visitor seeking an immersive and unique exploration of Boston, this tour is tailored to suit all. Anyone with a curiosity for the past and a passion for culinary delights will find this experience truly unforgettable. Solo travelers, couples, families, and groups of friends can all enjoy the rich tapestry of flavors and stories that Boston has to offer.

Why book this?

When it comes to exploring a city, it's not just about tasting the local cuisine or visiting famous landmarks—it's about finding the perfect blend of both. The Food Tour to Freedom Trail offers a seamless fusion of history and gastronomy, allowing you to indulge in Boston's foodie culture while immersing yourself in its incredible past. With expert guides who know the ins and outs of the city, you'll not only savor mouthwatering dishes but also gain unique insights and fascinating anecdotes about Boston's revolutionary history. This tour ensures a captivating and educational experience for all, leaving you with lasting memories and a deeper appreciation for the vibrant city of Boston.

Good to know

During the tour, be prepared to walk for approximately 300 minutes, so wearing comfortable shoes is highly recommended. It's advisable to arrive with an empty stomach, as you'll have the opportunity to taste a variety of local delicacies along the way. The tour takes place rain or shine, so don't forget to bring appropriate clothing and accessories based on the weather forecast. Rest assured, the tour will run smoothly, providing ample time at each stop for you to savor the flavors and take in the historical significance of each location.


Travelers who have embarked on the Food Tour to Freedom Trail have praised its seamless combination of culinary exploration and historical sights. They rave about the knowledgeable and passionate guides who bring the city's history to life, making the experience not only delicious but also educational. Many have expressed how the tour truly exceeded their expectations, both in terms of the mouthwatering tasting experiences and the insights into Boston's captivating past. Whether they were locals or first-time visitors, these individuals highly recommend this tour for anyone looking to enrich their Boston adventure with a unique and flavorful twist.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Is an adult required for the booking?

  • At least one adult or senior required per booking

Your Itinerary

Greenway Carousel

Your tour begins at the Greenway Carousel , the only carousel of its kind. The hand-carved characters are inspired by the air, sea and land animals of Boston Harbor, and by the imaginations of children.

Faneuil Hall Marketplace

Your first stop on the foodie half of your tour is at Faneuil Hall and its Marketplace. This destination is a lively market and town hall and is located close to the waterfront. This is where the cries for revolution from Great Britain first rang out.

Rose Kennedy Greenway

Your tour will pass this picturesque park and you'll see the unique memorials, fountains, parks, and art exhibits that reside here, along with skyline views.

North End

Your guide will introduce you to the vast choice of different drinks and bites and you'll get to experience them yourself! From breads to cheeses to pizza, it's got it all - so arrive hungry! As you're munching, our guide will teach you all about the history of the North End - one of Boston's most iconic and popular neighborhoods.

Paul Revere Mall

Enjoy a stroll down this tree-lined promenade and snap a picture of the man himself atop his horse, as your guide tells the immortalized tale of Paul and his Midnight Ride.

Old North Church & Historic Site

Along the tour, you’ll get a view of the steeple of the Old North Church from a distance (one of Boston's Must See spots). We’d highly recommend a visit after your tour - it’s where lanterns were hung on the eve of the American Revolution.

Admission Included

Old State House

Moving into the heart of Downtown Boston, we stop in front of the Old State House and site of the Boston Massacre. The Old State House is one of the most iconic buildings in Boston - a Must See - and is also one of the oldest public buildings in the country. Our guide will educate you on its rich history and why it is so important today.

Admission Not Included

Old South Meeting House

You can’t come to Boston and not mention the Boston Tea Party. This location, in-fact, a church is where it all began - one night in 1773, when it was the largest building in the city!

Old Corner Bookstore

(Pass by)

Next we’ll pass by the site of the first bookstore in Boston, which has housed the publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow - you may have heard of his famous tale: The Midnight Ride of Paul Revere.

Old City Hall

This hall was home to the city council in the 19th and 20th century, as well as the site of the first public school in America. You’ll also marvel at its breathtaking French architecture and be able to snap a photo with the famed Bronze Donkey.

Admission Not Included

Granary Burying Ground

Originally part of Boston Common, this burial ground dates back to 1660. Along the way, you’ll pass by the final resting spot of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.

Boston Common

The oldest city park in the United States, Boston Common (not Commons) is a favorite with locals and visitors alike. Walking through the park, you’ll see various memorials, fountains, and recreation areas - which have been enjoyed daily since 1634.

Beacon Hill

(Pass by)

One of the most popular and well-known neighborhoods in all of Boston, this area is home to the glorious red-brick roads that illustrate the vast history of Boston. Our guide will talk about the development of this area whilst you take in its unique beauty.

Robert Gould Shaw and the 54th Regiment Memorial

(Pass by)

A lesser-known memorial, but one of great interest and significance. This memorial commemorates one of the first African American regiments in the Civil War and their colonel Robert Gould Shaw.

Massachusetts State House

You’ll love seeing the glittering dome of the inspiring, historic, and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. From the outside, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: The John Hancock Tower.

Boston Public Garden

This garden is full of life with residents of Boston enjoying it for walks, exercise, fun, or just a peaceful moment. Your tour will end here - in the perfect central location for you to continue your day in Boston.



5 (155)


Larry was a great guide. He told us a lot of history of the places we went, the food experience was delicious! Highly recommended


Bob, an exceptional tour guide, highlighted hidden gems that locals often overlook and led us to off-the-beaten-path spots. His extensive knowledge of history added to the experience. Definitely a must-repeat activity.


This history / food tour was great! Don't eat breakfast before you go so that you can truly enjoy the terrific treats from local eateries. Larry was very knowledgeable and friendly. I would recommend this tour to my friends!


Great experience! You start out with a tour of the North End and stop at various eateries along the way. Today we got: a sfogliatella from a bakery, a cappuccino and cannoli from a cafe, a sandwich from an Italian deli, and a slice of pizza. All were delicious! Our tour guide, Larry, was super knowledgeable and friendly. 5 hours may seem long for a tour but the time flew by! After the food portion of the tour, we took a break and then continued with the freedom trail history portion and stopped for a half pint of beer. I’d highly recommend this tour for people looking to learn more about Boston’s past and present from a local. Larry even gave us personal restaurant recommendations!


Chantha was a great tour guide..knowledgeable, funny, and engaging. He even kept our 13 year old son interested, which says a lot. We had a great time!


Chantha was knowledgeable, witty and fun. We highly recommend him for a walking tour. He was also sensitive and patient.


Larry was an excellent guide with a lot of information and personal knowledge of Boston. This was a great way to experience the North End and the Italian history of the city!


Our guide Trey did an outstanding job. He was knowledgeable and fun. We learned a lot and tasted many different kinds of Italian foods.


The tour was an absolute pleasure. Despite the anticipated length of 5 hrs, which seemed like a very long commitment, in the end we slightly exceeded it and could have probably gone on for a little longer. Our tour guide, Alex was engaging, humorous and very knowledgeable. The places we ate at along the North End portion of the tour were fabulous and very filling. I don't think we could have eaten another bite. Once we had out fill, we toured through some of Boston's most well-known historical sights. Alex made them come alive with stories in great detail, and a focus of how ironic history can be (take the tour with Alex and you'll understand). The little break just before we finished, at the pub, gave us a second wind and a chance to solidify some friendships made during the course of the day with our fellow explorers. I highly recommend this tour and make sure to request Alex, as he was the glue that made it all come together and made it a very memorable experience


Chantha is an exceptional guide. He not only took us to many interesting sites and gave us his vast knowledge of history in an informative and interesting manner, keeping everyone’s attention. We were recently on a cruise and took 5 excursions offered by Celebrity, Chantha far exceeded all the guides on those tours and made this our favorite tour during our two weeks of travel. Viator continues to provide excellent tours when we travel and ALSO PROVIDES GREAT GUIDEs likes Chantha
Collected by Evendo, Tripadvisor & Viator
2024-04-13 00:44