Wonderful tour with so much information packed into fascinating stories. Olivia makes Boston feel personal and alive, and the two hours flew by. As a bonus, we also got some great local restaurant recommendations, which made the experience even better.
Boston's Freedom Trail and Charming Beacon Hill Tour





Description
Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide on an experience that promises to connect you to the Boston of old and new.
Tour Options
Itinerary
Please meet outside the main public entrance of the Boston RMV Service Center, located at 156 Blackstone Street. The RMV is in the same building as the Boston Public Market and sits directly across from the Rose Kennedy Greenway. Look for the glass-and-metal awning that extends over the sidewalk—this is right beside the Surface Rd & Hanover St bus stop. Above the entrance, you’ll see a sign that reads “Massachusetts Department of Transportation”. This is the correct door and the spot where your guide will be waiting.
Your tour starts at Faneuil Hall, where you'll learn about the revolutionaries who first pushed for independence from Great Britain.
From Faneuil Hall, you’ll be able to see Custom House Tower, the first skyscraper built in the city of Boston and originally the location where incoming goods were stored upon arrival to Boston.
You can't visit Boston without learning about the Boston Tea Party. At this former church, hear how Bostonians planned their 1773 act of rebellion and who said "No taxation without representation!
Next, we'll pass the site of Boston's first bookstore, home to publishers of Thoreau’s Walden, Hawthorne’s The Scarlet Letter, and Longfellow’s Midnight Ride of Paul Revere.
This hall housed the city council and America’s first public school. Admire its stunning French architecture and snap a photo with the Bronze Donkey.
Next, you'll walk through Downtown Crossing, pass Old City Hall, and visit King’s Chapel. If lucky, you might hear the organist on the oldest church organ in the US.
Continuing on, you'll stop at the Old State House, where the Declaration of Independence was announced in 1776. Your guide will share both the excitement of that moment and the tragic Boston Massacre.
Boston Common, the oldest city park in the US, is a favorite for both locals and visitors. As you walk through, you'll see memorials, fountains, and recreation areas, all enjoyed since 1634.
One of Boston's most popular neighborhoods, this area once declined due to sailors and British soldiers. You'll explore cobbled streets as your guide shares how it became the iconic spot it is today.
This lesser-known but significant memorial honors one of the first African American regiments in the Civil War and their colonel, Robert Gould Shaw.
Admire the glittering dome of the historic Massachusetts State House. Learn about John Hancock, the original landowner, and Paul Revere, who presided over the 1795 cornerstone ceremony. Your guide will share how the building has stood the test of time and remains vital to the state’s government.
Originally part of Boston Common, this cemetery dates back to 1660. You'll pass the graves of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.
This lively garden, the first public park in America, is enjoyed by Bostonians for walks, exercise, and relaxation. As you stroll through, you'll learn how it was used during the Revolution and beyond. The tour ends here, a perfect spot to continue your day in Boston.
Highlights
What's included
Traveller Ratings
Important Information
- Wheelchair accessible
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
- This is a child-friendly tour. Children under 6 can join for free. Please let us know when booking if you're bringing a child under 6. Children aged 6 to 11 can join at the adult rate. Please inform us at the time of booking if you're bringing a child between 6 and 11, using the special requirements box on the checkout page.
- We reserve the right to change both the route and places visited within the tour.
- Suitable for all ages and fitness levels, but please note that this tour covers 4 km (2.5 miles) of walking.
- Experiences happen rain, shine, or snow. Please dress accordingly.
Reviews(664)
Olivia was great the tour went well and went over many cool areas of the city
Good information on key historical sites
Absolutely fantastic walking tour. Nabil was extremely knowledgeable. He took us to all the main Freedom Trail sights but also veered off to share other interesting bits of local history. It was thoroughly enjoyable.
Connor was AMAZING and so fun! This is my first trip to Boston, so I booked this tour, and would do it again! Highly recommend, so many historic facts in such a small space and Conner answered all of them with a smile in his face. At the end of the tour, he took his time to be sure I didn't have any questions, then asked me where I was going next, and got me going in the right direction! This was a Solo trip for me and I am a 60 year old who loves walking and history! Great company to book with a Conner was a gift!
Conner was a fantastic guide - Enthusiastic and interesting. I had just landed from London and great thing to do on arrival.
Great tour guide, exceptionally knowledgeable and always helpful and ready to answer questions.
This was a phenomenal tour with Olivia. She’s really exceptional and we’re having fun and learned a lot about history, architecture, etc. She’s highly recommended…
Very funny expérience with bob !
Olivia was amazing! I loved this experience and enjoyed the history









