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Boston Sightseeing Tours

#54 of 218 Tours in Boston
Boston, MA, USA
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About Boston Sightseeing Tours
Tour Boston with a private guide on a customized walking, riding or combination tour. We offer many options for couples, families and groups of all sizes. We offer tours for school groups, senior groups and step-on services. See all of the historic sites and highlights of this dynamic city. Learn about Boston’s role in the American Revolution and see where it all began! See the 16 Freedom Trail sites including Old North Church and the Paul Revere House. Experience the authentic charm of The North End (Little Italy) and many other neighborhoods including upscale Beacon Hill, Victorian Back Bay and others. Learn about the many "firsts" that started in Boston. Learn why Boston is the “City of Champions” and see Fenway Park, TD Garden and more! Go across the river to Cambridge, home to Harvard and MIT, some of the world's finest institutions of higher education. And this is just the beginning! Your tour guide will personalize any of our tour specifically for you!
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Tours and Tickets by Boston Sightseeing Tours

Tour-in-Four -- A Private four hour walking & driving city tour

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk)

Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood.

Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day.

​Learn all about our history as well as what makes Boston such a great 21st century city.

We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM
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4 hours
from $426.67

Walking tour of Boston's Freedom Trail and more!

There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be limited by the route of a duck tour when you can see it all on a customized, tour with your own private guide. Our options are limitless as we can arrange a custom tour to fit your group's wishes. Our guides are the best in the business with many years of experience. Our tours are fun, factual and entertaining. Never boring!
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3 hours
from $350.00
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kdooka wrote a review Oct 2019
Wailuku, Hawaii377 contributions97 helpful votes
We enjoyed this tour. Our tour guide Kevin was funny and well spoken. The only bummer was that it was raining, so the weather outside was very cold! The kids had to go down below as we got further out to sea. The historical facts were fun like the scarlet ghost and pirate
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Date of experience: October 2019
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Betty C wrote a review Sep 2019
Chapel Hill, North Carolina7 contributions5 helpful votes
Neal met us at the ship, drove around Boston, parked his SUV and walked with us as we stopped at churches, monuments, etc. He had even reserved a table for the 6 of us at Union Oyster House for lunch since we had mentioned lobster. Gave us time to walk around Quincy Market and
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Date of experience: September 2019
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Response from Neal-BST, Lead Guide at Boston Sightseeing Tours
Responded Sep 23, 2019
Thank you Betty!! I had lots of fun too and will be thinking about you all motorcycling across the country.
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SavvyTravelist wrote a review Sep 2019
Baker City, Oregon21 contributions18 helpful votes
We could not have asked for a better way to spend our 15 hour layover. Our tour guide, Richie, was the best! Born and raised in Boston, Richie not only knew the city and its history, but he told us lots of fun stories about when he was a kid, and kept the commentary lively with
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Date of experience: September 2019
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Kathy W wrote a review Jul 2019
2 contributions1 helpful vote
Neal was great! Very knowledgeable, fun and energetic on this super hot day!! Lots of walking though...just be prepared!
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Date of experience: July 2019
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Laurin S wrote a review Jul 2019
3 contributions
We only had a morning to see as much of Boston as we could. This Private Boston Sightseeing Tour was awesome and definitely fit our needs. Neal was amazing working to accommodate our schedule and he was extremely knowledgeable about the history and details of the city. We were
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Date of experience: July 2019
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Response from Neal-BST, Lead Guide at Boston Sightseeing Tours
Responded Jul 29, 2019
Thank you Laurin! It was a lot of fun showing Y’all around. (See, I could fit in in Alabama) I’m also glad that you got to see the Red Sox clobber the Yankees. :-)
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