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Highlights of Boston Walking Tour

5 (2)
Boston, US

Highlights of Boston Walking Tour

5 (2)
Boston, US
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Join us on the Highlights of Boston Walking Tour for a fascinating journey through the rich history and culture of this renowned city. In just 2.5 hours, you will be captivated by the stories of Boston's past, from its iconic landmarks to its hidden gems. Explore the historic Copley Square, visit the stunning Trinity Church, stroll through the beautiful Boston Public Garden, and discover the charm of Beacon Hill. Along the way, you will also pass by famous sites like the Massachusetts State House and the Old North Church. Our knowledgeable and passionate guide, a world traveler and Boston resident, will regale you with captivating anecdotes and insights into the city's treasures. Don't miss this opportunity to immerse yourself in the fascinating world of Boston. Book your spot on the Highlights of Boston Walking Tour today!

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • 2 hours 30 minutes
  • Suitable for 1-10 Participants
  • Small Group Tour
  • Guided Experience
  • Explore the heart of Boston with a knowledgeable guide
  • Discover the rich history and culture of the city
  • Visit iconic landmarks, churches, and memorials
  • Enjoy the beautiful botanical gardens and parks
  • Indulge in delicious food at the local market in North End
  • Interesting stories and anecdotes about Boston's History

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More about this experience


Step into the vibrant history and culture of Boston with the Highlights of Boston Walking Tour. Led by an experienced and passionate local guide, this 2.5-hour tour will take you on a journey through the city's iconic landmarks, centuries-old churches, and charming neighborhoods. Get ready to immerse yourself in the fascinating stories, rich architecture, and intriguing personalities that have shaped this renowned city over the years.

What to expect?

During the Highlights of Boston Walking Tour, expect to be captivated by the history, culture, and beauty of this incredible city. Marvel at the stunning architecture of landmark sites like Trinity Church and the Massachusetts State House. Stroll through the picturesque Boston Public Garden, the oldest botanical public garden in the United States. Explore the historic streets of Beacon Hill and Boston Common, the oldest city park in the country. Along the way, your knowledgeable guide will share intriguing anecdotes and lesser-known facts about Boston's past, allowing you to gain a deeper understanding of its significance and charm.

Who is this for?

The Highlights of Boston Walking Tour is perfect for anyone eager to delve into the heart and soul of Boston. Whether you're a history enthusiast, an architecture lover, or simply curious about the city's rich culture, this tour offers something for everyone. Families with kids, couples, and individuals of all ages and backgrounds will find value in this immersive experience. No prior knowledge of Boston is necessary – the tour is designed to appeal to both locals and first-time visitors, ensuring a memorable and enlightening experience for all.

Why book this?

Embark on the Highlights of Boston Walking Tour to unlock the secrets and hidden gems of this historic city. Led by a passionate guide with a deep knowledge of Boston's past, this tour provides a unique perspective that goes beyond the usual tourist attractions. Explore Boston's iconic landmarks, beautiful churches, and charming neighborhoods, while learning fascinating stories and engaging anecdotes along the way. The carefully curated itinerary ensures that you'll cover the city's major highlights, allowing you to make the most of your visit. At the end of this tour, you'll leave Boston with a newfound appreciation for its history, culture, and captivating charm.

Good to know

Before joining the Highlights of Boston Walking Tour, make sure to wear comfortable walking shoes and dress appropriately for the weather. The tour lasts approximately 2.5 hours and covers a distance that requires a moderate level of fitness. It is recommended to bring along a bottle of water and any personal belongings you may need during the tour. The meeting point is next to the John Singleton Copley statue at Copley Square, and the tour ends at the Paul Revere Statue in the North End. Public transportation instructions are available for both meeting and end points, making it convenient for travelers. Get ready to uncover the enchanting history and captivating beauty of Boston as you embark on this unforgettable walking tour.


Previous participants of the Highlights of Boston Walking Tour have praised its informative and engaging nature. Many have highlighted the passionate and knowledgeable guide who brought the city's history to life through captivating storytelling. Participants were particularly impressed by the carefully chosen itinerary, which covers the major highlights of Boston while providing fascinating insights into lesser-known aspects of the city's past. The tour has been described as an excellent way to explore Boston, suitable for both locals and tourists alike. Overall, participants left the tour with a deeper appreciation and understanding of Boston's rich history and cultural heritage.

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

Newbury Street

This well-known neighborhood in the heart of Boston is filled with high-end shopping, interesting dining and a mixture of local and national brands.

Boston Public Library

Boston Public Library is rich in literature and history. Naim has anecdotes to share about the cultural artifacts that lie within the library's walls.

Old South Church in Boston

(Pass by)

The old and beautiful Church near Copley square has exquisite architecture and wonderful stained glass.

Copley Square

This is the meeting point at the beginning of the tour. We will meet at the John Singleton Copley statue.

Trinity Church

(Pass by)

Located in Back Bay, Trinity Church is an amazing structure to behold and has been named one of the “Ten Most Significant Buildings in the United States."

Commonwealth Avenue Mall

This green walkway is the backbone of the luxurious Back Bay neighborhood, and will provide a sightseeing experience on our tour.

Boston Public Garden

This is the first botanical public garden in the United States, and you won't want to miss being guided through the beautiful flowerbeds and past the swan boats and frog pond.

Beacon Hill

A historic and wealthy neighborhood, home to the Massachusetts State House.

Boston Common

The sibling of the Boston Public Garden and the oldest city park in the U.S.

The Freedom Trail

(Pass by)

This historical highlights path will guide us through the city.

Robert Gould Shaw and the 54th Regiment Memorial

Beautifully created, this most inspiring memorial faces the Massachusetts State House and is a must-see.

Massachusetts State House

(Pass by)

With its shiny golden cap, the State House is hard to miss-- and we won't miss it on this tour!

Granary Burying Ground

The resting place of Paul Revere and many American heroes.

Statue of Benjamin Franklin

(Pass by)

We won't miss the statue of this American revolutionary on our tour.

Faneuil Hall Marketplace

There's dozens of options for food and drink here, great for a quick refreshment.

North End

Boston's Little Italy-- full of culture, life, and pasta! Also, the home of the beautiful harbor. We will end our tour here.

Old State House

One of the most significant stops on the Freedom Trail.

Old North Church & Historic Site

(Pass by)

Built in 1723 and known for its lantern signal that was a message by Paul Revere.

The Paul Revere House

(Pass by)

The colonial house and home of this Bostonian founding father.

New England Holocaust Memorial

Erected in 1995, the memorial consists of six glass towers under which visitors may walk. Engraved on the outside walls of each tower are groups of numbers representing the six million Jews murdered in the Holocaust. Inscribed on the inner walls are quotes from survivors of each camp. Underneath the towers, steam rises up through metal grates from a dark floor with twinkling lights on it.

Boston Irish Famine Memorial

Two statues representing two families, one starved and ragged owing to the deprivations of the famine, the other well-fed having found prosperity in America!



5 (2)


Bits of history and nice walking, Olga was a great guide. Very kind and helpful , her stories about the main characters of the city were very interesting .


We are four "seniors" who recently visited Boston on a New England Cruise and were looking for a private tour of Boston, Cambridge and beyond. We felt very fortunate to have engaged Naim Benmayor for the day, he picked us up at the cruise port in his very comfortable van and despite a bit of rain managed to show us so many highlights of Boston, Cambridge and even Concord. Naim was so very prepared with pictures, articles and maps of the area and his knowledge, dedication and professionalism were exemplary. If you're in Boston for a day or longer then I can't recommend hiring Naim for tours of Boston, the surrounding area or even beyond, you won't be disappointed.
Collected by Evendo, Tripadvisor & Viator
2024-04-15 22:27