Stewie was a wonderful and very knowledgeable guide. Any questions we had about the city were answered without hesitation. He was great to break away from the normal tour for any requests we had. Highly recommended 5 out of 5 stars.
Best Boston Private Tour, I know the secrets others don't!





Description
I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. I will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.
Tour Options
Itinerary
You will hear how a one acre farm grew to become a world class research institution and those who made Harvard influential, wealthy, and prestigious.
The neighborhood in Boston from where the rich and powerful ruled the city for two centuries. Optional stops for pictures and exploration.
Created on the sight of a grain store house because there was no more space available at The Kings Chapel Burial Ground, where many patriots are buried.
First Anglican Church and oldest burial ground in Boston.
Originally the location of The Latin School, first free public school in America. Across the street from The oldest hotel in town, The Parker House and behind the historic King's Chapel and Burial Ground.
An early Congregational church and meeting place for The Sons of Liberty, later desecrated by British Dragoons (Mounted Infantry).
The oldest outdoor market in America and Boston's first town hall.
The seat of government for Massachusetts as a colony and later a state. The scene of the Boston massacre and reading of The Declaration of Independence.
Boston's oldest neighborhood. Mostly British during the 17th and 18th centuries(some French Protestant/Huguenots). Large influx of Irish and Jewish during the 19th century. Finally becoming Little Italy in the 20th century.
The first battle of the new Continental Army. A pyrrhic victory for the British Occupiers and a lesson from the Patriots on the new face of war.
Where hundreds of American battleships were built and repaired. The home of the U.S.S Constitution famously known as Old Ironside, the oldest ship afloat and America's Ship of State.
Highlights
What's included
Pickup Locations & Times
Picture ID for adults will be required for Old Ironside.
Traveller Ratings
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Travelers should have at least a moderate level of physical fitness
Reviews(11)
Stewie is an extremely knowledgeable guide. He was on time, actually early. He was very nice and accommodating to our needs. His voice doesn’t carry well. I forgot a rain coat at our lunch stop and he was more than happy to go back to the restaurant so I could get it. There was 6 of us and it was difficult to hear him in the back of the car. We would suggest some kind of speaker to make him easier to hear.
You will receive a thorough history of Boston from 17th century to present day while touring Boston. The guide was well versed in what he shared.
Ask for this tour run by Stewy as he is fabulous He took us all over Boston!’ And anywhere we wanted to see! Even stopped at his favorite sandwich shop where we got roast beef sandwiches to go as we kept on touring!!
We had a great day with Stewie! We have been to Boston many times but wanted to show it off to our 12 year old grandson. We would recommend that most walk the Freedom Trail. But we are in our 80's and no longer have the stamina to get to some key spots on foot. Stewie has a vast knowledge of the area and filled our need in getting around... Old Ironsides, Harvard and Bunker Hill would have been hard but our grandson enjoyed running up into the monument, boarding the old ship etc because Stewie got us there. Stewie got us there. Lunch was great at Ernesto's in North area. We heard lots of great stories from Stewie and he picked us up at our hotel and was willing to take us to Fenway for our game! He really fit the bill for us and would anyone with mobility problems. Other places along the Freedom Trail might have been better if you can walk as they were more like drive bys but his services fit our needs. Thanks Stewie!
We had an incredible day exploring Boston with our private guide, Stewie. Having visited the city before and walked the Freedom Trail, we appreciated that this tour was customized to highlight places we hadn’t seen—hidden gems alongside iconic landmarks. Stewie, a true local, brought the city to life with his deep knowledge and colorful anecdotes at every stop. Our itinerary included some of Boston’s most memorable sites: Harvard’s historic campus, the charming streets of Beacon Hill, Bunker Hill Monument, Old North Church, Fenway Park, the Old State House, and the quirky All Saints Way. We also enjoyed a delicious lunch at Table Mercato, a cozy Italian deli that hit the spot. Stewie went above and beyond, even helping with our luggage at pickup and ensuring a smooth drop-off at our hotel.
Stuie was unbelievably knowledgeable about the sights he showed us but also additional information that made the trip even more memorable.
We had a wonderful time with Stewie. He is very knowledgeable, friendly and accommodating especially my father is has difficulty with walking so we were slow. He accommodated us with the places to visit and did not rush us with anything. He recommended an amazing fish and chips place for lunch. He is willing to take you to any lunch place you are craving for. Amazing tour guide. Worth it. Will definitely recommend him 😁
4 of us took the tour a day after our Viking included tour of Boston. We were picked up at the pier, a great plus! Who would have expected to see things we had not seen the day before? Stewie took us first to Harvard and MIT before exploring Boston in detail. A stop for a lobster lunch was beyond expectations. Six hours later, Stewie was just warming up, but our ship was sailing and our onboard time was getting close, so we sadly had to head back to the ship. We highly enjoyed Stewie’s tour and recommend him to everyone.
This was a great tour. If you are looking for something at your own pace without the crowd I highly recommend. This was so relaxed and informative. You can actually get real facts and not have to compete with a large groups to ask questions. If you enjoy good conversation and learning about the real history of a place you should definitely book this tour. Stewie was a great guide.























