Boston History & Highlights Walking Tour

5 (496)
Boston, US
5 (496)
Boston, US
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Discover the hidden gems of Boston's rich history and vibrant present on the Boston History & Highlights Walking Tour. Leave the beaten path of the Freedom Trail and explore the city's iconic landmarks and charming neighborhoods. From the picturesque Boston Harbor to the historic Quincy Market, you'll get a taste of Boston's past and present. Stroll through the scenic waterfront park, the Rose Kennedy Greenway, and marvel at the city's first skyscraper, the Custom House Tower. Your knowledgeable guide will lead you to the famous Faneuil Hall Marketplace and Quincy Market, where you can immerse yourself in the bustling atmosphere. Journey through Downtown Crossing and learn about the intriguing history behind the Old State House and the Boston Massacre. Don't miss the opportunity to visit the majestic Massachusetts State House and capture the quintessential charm of Beacon Hill's red brick row houses. The tour concludes at the beautiful Boston Public Garden, where you can relax and soak in the local ambiance. Join this immersive walking tour and let Boston's history and highlights come alive.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Included
  • 2 hours
  • Suitable for 1-15 Participants
  • Private Tour, Small Group Tour
  • Guided Experience
  • Scenic waterfront walk with harbor views
  • Explore the historic State Street and Custom House Tower
  • Visit the famous Faneuil Hall Marketplace
  • Experience the lively Quincy Market
  • Discover the beautiful architecture of Beacon Hill
  • Take the photos of the boston’s beautifully preserved iconic brick row houses
  • Enjoy a surprise local treat
  • Pass by the city’s first skyscraper - custom house tower
  • See the site of the first public school in america
  • Get tips on what else to see, do and eat during your stay
  • Join friendly local english-speaking guide and learn some local secrets
  • Enjoy the stunning views from faneuil hall and quincy market
  • Learn about the sons of liberty and see where the boston tea party took place
  • Additional food and drink
  • Tips/gratuities for your guide

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More about this experience


Explore the vibrant city of Boston and immerse yourself in its rich history with the Boston History & Highlights Walking Tour. Led by a knowledgeable local guide, this tour takes you beyond the famous Freedom Trail, revealing the hidden gems and fascinating stories that make Boston a truly unique destination. From the iconic Boston Harbor to the charming streets of Beacon Hill, get ready to uncover the past and present of this captivating city.

What to expect?

During this 120-minute walking tour, you can expect to be transported back in time as you stroll through historic neighborhoods and iconic landmarks. Begin your journey at the lively Boston Harbor, where you'll enjoy scenic views of the waterfront. Explore the renowned Rose Kennedy Greenway, State Street, and the historic Custom House Tower, Boston's first skyscraper. Your guide will then lead you to the famous Faneuil Hall Marketplace and Quincy Market, where you can soak in the bustling atmosphere. As you venture through Downtown Crossing, pause to admire the Old City Hall and discover the truth behind the Boston Massacre. The tour also includes a stop at the magnificent Massachusetts State House, where you can witness the government in action. Finally, wander through the picturesque streets of Beacon Hill and end your tour at the beautiful Boston Public Garden.

Who is this for?

This tour is perfect for history enthusiasts, curious travelers, and anyone eager to explore the heart and soul of Boston. Whether you're visiting the city for the first time or you've been here before, this walking tour will provide you with a deeper understanding and appreciation for Boston's rich history and cultural heritage. Suitable for all ages, the tour is a great activity for families, friends, and solo travelers looking to delve into the stories and landmarks that define the city.

Why book this?

Embark on this captivating walking tour to uncover the hidden stories and lesser-known corners of Boston. Unlike traditional tours, this experience goes beyond the typical tourist attractions, offering a unique and immersive journey into the city's history. With an expert local guide by your side, you'll gain invaluable insights and knowledge about each stop along the way. Discover the captivating tales behind the historic sites you visit and engage in thought-provoking discussions about Boston's role in shaping American history. This tour offers a personalized and intimate experience, allowing you to interact with your guide and ask questions. By the end of the tour, you'll have a newfound appreciation for Boston's cultural heritage and a memorable collection of stories to share.

Good to know

This walking tour operates with an approximate duration of 120 minutes. Comfortable walking shoes are recommended, as you'll cover a variety of terrains throughout the tour. Be prepared for Massachusetts weather, so it's advised to bring appropriate clothing and sun protection. The meeting point is located at The Greenway Carousel, 191 Atlantic Ave. in Boston. The tour includes visits to iconic landmarks such as Faneuil Hall, Quincy Market, and the Massachusetts State House. Remember to bring a camera, as you'll have plenty of photo opportunities in the picturesque Beacon Hill and the beautiful Boston Public Garden.


Previous participants of the Boston History & Highlights Walking Tour have praised the knowledgeable and enthusiastic guides who effortlessly bring the city's history to life. Travelers have commended the tour for its unique perspective on Boston's landmarks, allowing them to discover hidden details and untold stories. Many have expressed their appreciation for the personalized experience, with guides taking the time to answer questions and make everyone feel engaged. Participants especially enjoyed exploring Beacon Hill and the Boston Public Garden, finding them to be the perfect ending to the tour. Overall, reviews praise this walking tour as an informative, enjoyable, and memorable way to experience the vibrant city of Boston.

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

We will begin at the lifeblood of Boston, the Boston Harbor, with a walk through a scenic waterfront park, with views of the harbor.

Rose Kennedy Greenway

From the harbor, we’ll continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper.

Faneuil Hall Marketplace

Then, your guide will lead you toward the famous Faneuil Hall

Quincy Market

And then your guide will lead you towards Quincy Market.

Downtown Crossing

A short trek through Downtown Crossing and past the Old City Hall

Old City Hall

Moving into the heart of Downtown Boston, we will stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one!

WeVenture Boston

Somewhere along the way during this tour, you’ll have a chance to rest your legs and enjoy a chat with your guide.

Admission Included

Massachusetts State House

On most weekdays (government hours only!) you have a chance to see the government at work inside the inspiring, historic, and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, 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.

Beacon Hill

We continue our journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras – this neighborhood is one of the most photogenic in the city.

Boston Public Garden

Finally, we arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids, and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond.



5 (496)


Alex was great. His love of history was clear and so much nicer to be in a group of 10 rather than those huge groups.


Go. Alex Robinson tour guide was awesome Half way a free choice of beverage in a lovely cafe was very welcome. Alex your tour knowledge was interesting thought provoking and fun with wonderful enthusiasm


Alex gave a wonderful, often humorous, insightful and unique view of the history of Boston. This was not one of your 'text book' tours but a tour from the 'heart' of some one who lives and breathes the day to day life of a Bostonian. As a 'Brit' he was very kind in his retelling of our countries role in Boston's history. I would highly recommend this tour. A brilliant start to my holiday!


The tour was a really informative, well presented and professional experience. Alex was an excellent tour guide who presented the British in a kind manner, which is very diplomatic, as a Brit myself. Absolute recommendation for anyone interested in the general overview of the history of Boston.


Nabil, was our tour guide for this Boston History tour, we walked around Boston and seen some beautiful sights, and even stopped for coffee & break at wells cofffee on Washington st, and ended our tour in Boston common , it was very informative and educational.


I learned so much even though I had lived and worked in Boston for years! The stories were certainly out of the ordinary and from a different perspective. He challenged typical grade school versions of the American Revolution and gave insights on how to view History and Present Day events! Well balanced and entertaining.


Alex was excellent and engaging. He was extremely well versed on all the historic sites and provided such an interesting narrative on our country’s history that took place in Boston.


Fantastic experience with Allen! He shared some wonderful historical stories and made us feel like we could imagine history right in front of us. Great architectural knowledge. Enjoyed the beer and he even helped us get on the train for our dinner reservations at the North End. Thanks, Allen! We see Boston differently thanks to you!


Bob was a wonderful guide! Very entertaining and knowledgeable! Highly recommend!! Entertaining. I learned so much about Boston.


The knowledgeable guide was articulate. The stops on the tour were informative and well selected. Learnt a lot about the history of Boston.
Collected by Evendo & our supplier partners
2024-06-19 04:56