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Greet Boston's first settlers through an exploration of the city's beginnings to modern day. Take to the city streets and experience the diverse scenery that differentiates this Boston from the rest of the United States. On this walking tour, you'll travel through the city, experiencing architecture from the city's foundation in 1630 to today. Visit the Old North Church and Paul Revere's House in Boston's Italian North End. You will also stroll past the hidden waterfront and walk over the infamous "Big Dig," which now makes up the Rose Kennedy Greenway. Whatever you want to see in Boston, whatever you want to learn, it's just a stroll away.
Note: The exact meeting location will be provided upon booking.
Downtown, the Waterfront, and North End Tour
What to expect
- Explore Boston's earliest beginnings that brought about the architecture and personality that exemplify this city
- See historic sites like the Old North Church, Paul Revere's House, and America's oldest restaurant
- Stroll through the hidden waterfront trail and the infamous "Big Dig"
| Date | Start Time | Duration | # Spots | Price |
|---|---|---|---|---|
| Wed, Nov 1 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Nov 8 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Nov 15 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Nov 22 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Dec 6 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Dec 13 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Dec 20 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Dec 27 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Jan 3 | 3:00pm | 2 hours | 10+ | $35.00 |
| Wed, Jan 10 | 3:00pm | 2 hours | 10+ | $35.00 |
| Tue Oct 17 | Wed Oct 18 | Thu Oct 19 | Fri Oct 20 | Sat Oct 21 | Sun Oct 22 | Mon Oct 23 | Tue Oct 24 | Wed Oct 25 | Thu Oct 26 | Fri Oct 27 | Sat Oct 28 | Sun Oct 29 | Mon Oct 30 | Tue Oct 31 | Wed Nov 1 | Thu Nov 2 | Fri Nov 3 | Sat Nov 4 | Sun Nov 5 | Mon Nov 6 | Tue Nov 7 | Wed Nov 8 | Thu Nov 9 | Fri Nov 10 | Sat Nov 11 | Sun Nov 12 | Mon Nov 13 | Tue Nov 14 | Wed Nov 15 | Thu Nov 16 | Fri Nov 17 | Sat Nov 18 | Sun Nov 19 | Mon Nov 20 | Tue Nov 21 | Wed Nov 22 | Thu Nov 23 | Fri Nov 24 | Sat Nov 25 | Sun Nov 26 | Mon Nov 27 | Tue Nov 28 | Wed Nov 29 | Thu Nov 30 | Fri Dec 1 | Sat Dec 2 | Sun Dec 3 | Mon Dec 4 | Tue Dec 5 | Wed Dec 6 | Thu Dec 7 | Fri Dec 8 | Sat Dec 9 | Sun Dec 10 | Mon Dec 11 | Tue Dec 12 | Wed Dec 13 | Thu Dec 14 | Fri Dec 15 | Sat Dec 16 | Sun Dec 17 | Mon Dec 18 | Tue Dec 19 | Wed Dec 20 | Thu Dec 21 | Fri Dec 22 | Sat Dec 23 | Sun Dec 24 | Mon Dec 25 | Tue Dec 26 | Wed Dec 27 | Thu Dec 28 | Fri Dec 29 | Sat Dec 30 | Sun Dec 31 | Mon Jan 1 | Tue Jan 2 | Wed Jan 3 | Thu Jan 4 | Fri Jan 5 | Sat Jan 6 | Sun Jan 7 | Mon Jan 8 | Tue Jan 9 | Wed Jan 10 | Thu Jan 11 | Fri Jan 12 | Sat Jan 13 | Sun Jan 14 | Mon Jan 15 | Tue Jan 16 | Wed Jan 17 | Thu Jan 18 | Fri Jan 19 | Sat Jan 20 | Sun Jan 21 | Mon Jan 22 | Tue Jan 23 | Wed Jan 24 | Thu Jan 25 | Fri Jan 26 | Sat Jan 27 | Sun Jan 28 | Mon Jan 29 | Tue Jan 30 | Wed Jan 31 | Thu Feb 1 | Fri Feb 2 | Sat Feb 3 | Sun Feb 4 | Mon Feb 5 | Tue Feb 6 | Wed Feb 7 | Thu Feb 8 | Fri Feb 9 | Sat Feb 10 | Sun Feb 11 | Mon Feb 12 | Tue Feb 13 | Wed Feb 14 | Thu Feb 15 | Fri Feb 16 | Sat Feb 17 | Sun Feb 18 | Mon Feb 19 | Tue Feb 20 | Wed Feb 21 | Thu Feb 22 | Fri Feb 23 | Sat Feb 24 | Sun Feb 25 | Mon Feb 26 | Tue Feb 27 | Wed Feb 28 | Thu Mar 1 | Fri Mar 2 | Sat Mar 3 | Sun Mar 4 | Mon Mar 5 | Tue Mar 6 | Wed Mar 7 | Thu Mar 8 | Fri Mar 9 | Sat Mar 10 | Sun Mar 11 | Mon Mar 12 | Tue Mar 13 | Wed Mar 14 | Thu Mar 15 | Fri Mar 16 | Sat Mar 17 | Sun Mar 18 | Mon Mar 19 | Tue Mar 20 | Wed Mar 21 | Thu Mar 22 | Fri Mar 23 | Sat Mar 24 | Sun Mar 25 | Mon Mar 26 | Tue Mar 27 | Wed Mar 28 | Thu Mar 29 | Fri Mar 30 | Sat Mar 31 | Sun Apr 1 | Mon Apr 2 | |
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| Next activity timeWed, Nov 1 at 3:00 pm See more time slots | Next activity timeWed, Nov 1 at 3:00 pm See more time slots | 3:00pm | 3:00pm | 3:00pm | 3:00pm | Next activity timeWed, Dec 6 at 3:00 pm See more time slots | 3:00pm | 3:00pm | 3:00pm | 3:00pm | 3:00pm | 3:00pm | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots | Last activity timeWed, Jan 10 at 3:00 pm See more time slots |
Book now
Select a time slot to book (212) 858 9559About this Activity
Key Highlights
| Price | $35.00 per guest |
| Duration / Session | 2 hours |
| # Sessions | 1 |
| Rating | 23 positive reviews |
Cancellation Policy
There are no refunds; all sales are final.
Reviews
(out of 23 votes)
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Neff .
Downtown, the Waterfront, and North End Tour February 6, 2017Our guide for both halves of this tour was wonderful. We split it into two days which gave us time to enjoy shopping and dinner at unique places along the trail. Strongly encourage taking a guided tour as there is so much history and back ground information the guides share.
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George G.
Downtown, the Waterfront, and North End Tour January 31, 2017I think this walking tour of Boston was just right. We started at the Boston Public library and ended almost two hours later at Faneuil Hall and saw a lot of the city, covered many subjects, and a lot of ground. We had a fine time doing it even in the January cold. Do not take this tour if you like being led by a docent at a museum of fine art. Like Boston itself, the tour covers some rocky ground both literally and figuratively - and our guide was up to the task of discussing it all -once you gave him permission to get off the standard menu a bit. I am planning to go back for another tour soon.
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Nish .
Downtown, the Waterfront, and North End Tour January 20, 2017Really enjoyed this tour. The guide Alan was very knowledgeable, and provided some great insights on the city. Would definitely recommend.
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W B.
Downtown, the Waterfront, and North End Tour January 13, 2017I would have given 5 stars to this fun tour during which we walked through several beautiful neighborhoods and learned a ton of the history and many famous Bostonians, but for one thing--the cultural stereotype that I perceived from our tour guide.
For instance, when he asked if my friend and I knew the word "hermit" and we gave different answers, he acted fairly surprised, "How would you know it but your friend don't?" I wasn't offended at all that he asked this question, but felt upset by his underlying assumption that all Chinese should be the same--as if we are not unique human beings shaped by our own thoughts and deeds, but mass production modeled by our birthplace. In contrast, I doubt if he'll be surprised when two Americans hold different knowledge of, say, what a Norwegian word means. And when talking about the Asian population, he made yet another unjustified assumption, "11% is all Asians combined. Of course, I know you Chinese don't like being grouped together with other Asians." These are but a few examples, but you get the idea.
The other Bostonians I met were extremely nice, friendly, and tolerate, and I wish our guide would not be an exception--the devil is in the details, -
K D.
Downtown, the Waterfront, and North End Tour December 1, 2016If you're interested in history - this is the tour for you. My family went on the two hour tour that took us to neighborhoods we definitely wouldn't have thought to explore on our own. Our guide, the owner, was fantastic. We had accidentally signed up for the wrong day and he took us anyway! The walk was a little brisk, but the guide went out of his way to make sure we stayed warm and moving, while still providing a ton of interesting information. This tour was also not kitchy - there was no one dressed in revolutionary war attire, but it felt more adult and we learned a ton! I would definitely go back and do another one of his tours.
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Jennifer H.
Downtown, the Waterfront, and North End Tour November 20, 2016Alan did a wonderful job of explaining the history, the development, the architecture and the famous inhabitants of downtown Boston! He made sure to ask people if we needed a bathroom break, if the wind was too brutal and if we were comfortable stopping and standing in specific places. He should be lauded for his compassion for the attendees, his sense of humor and knowledge of such a richly historic city!
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beachlover2406 .
Downtown Boston to Back Bay Walking Tour November 14, 2016We enjoyed the tour.....and our tour guide, Alan. He was knowledgeable and took us to all the highlights. Our only issue was that we had to leave right when the tour ended, but it was still going at that time, so we missed one or two things. Otherwise I would have given it a 5 star. The history was great, the tour hit all the highlights and Alan had a great sense of humor.
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Tenbe .
Downtown Boston to Back Bay Walking Tour October 19, 2016We took both the Downtown/Copley square tour and the North End tour with Al, who was a fun, knowledgeable, energetic Boston local. Both walks were just the right amount of time and covered just enough distance. Recommended!
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jgm417 .
Downtown Boston to Back Bay Walking Tour October 13, 2016Our tour with Boston Citywalks was fun, informative, and a highlight of our visit to the city. The guide was an engaging, native Bostonian and well-versed on the city. It was great!
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Sue C.
Downtown Boston to Back Bay Walking Tour October 8, 2016We did this walk at the beginning of our stay in Boston. We quickly got a taste for the rich history of the city.
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bob46m .
Downtown Boston to Back Bay Walking Tour September 26, 2016Interesting and informative walk with excellent and knowledgeable guide. Definitely recommended if you want a god introduction to the history and sights of Boston
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Stuart W.
Downtown Boston to Back Bay Walking Tour September 19, 2016My brother and I enjoyed the walking tour very much. We both learned something new about Boston and its history
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Dawn C.
Downtown Boston to Back Bay Walking Tour September 17, 2016Enjoyed the tour very much. Very informative. Our guide was excellent. I would highly recommend taking this tour of Boston.
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Phyllis G.
Downtown Boston to Back Bay Walking Tour September 1, 2016The Guide very knowledgeable, had interesting facts to share, and accommodating to our needs. We would recommend it our friends.
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amck55 .
Downtown Freedom Trail Tour: History and Architecture July 30, 2016Very interesting and friendly guide. He made the walk interesting with a mixture of history and architecture information. Good value tour.
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bahrain .
Downtown Freedom Trail Tour: History and Architecture July 20, 2016Really enjoyed Boston City the harbour area is very nice with lots of sight seeing on boat trips. Our girl was amazing on board made it very interesting. The trolly tours around the city are good to get off and on at various locations. The famous market is packed with lots of eating places. We had a giggle at the water fountain near the harbour were the kids ran in and out trying to dodge the sprays. A couple of days is enough for the city so much to see in the other states. The difficulty we found was finding a money exchange I couldn't believe in this day and age there was absolutely no where to exchange money. It was a major problem for us. We drove over a thousand miles making Boston our gateway. Loved the people and areas we vistited.
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LBuzzard .
Downtown Freedom Trail Tour: History and Architecture June 29, 2016Alan was an excellent guide who clearly loves and knows his city. His enthusiasm and knowledge meant that the tour flew by. With an easy pace he took us to some of the key historical parts of the city, pointing out lots of points of interest that we would not have seen without his expertise. We were a small group of 8 and Alan adjusted his commentary around our questions and points of interest. A fascinating personal insight into the beautiful city.
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Evelyn C.
Downtown Freedom Trail Tour: History and Architecture November 29, 2015Loving Boston! It's a different world to truly fall in love. There is much to see and do and it feels good to wonder around with friends.
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UKgrandej .
Downtown Freedom Trail Tour: History and Architecture October 15, 201590+ minute tour. Our guide Alan was very knowledgeable and gave lots of history and talked about a number of buildings. Only one other couple on the tour. From the Public Library walked along Newbury shopping street and through Public Gardens. Across from Cheers got a free ice cream from Good Humor man handing out samples. Walked up Beacon Hill and then along Boston Commons. Then finished at Faneuil Hall.
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Shosh_ca .
Downtown Freedom Trail Tour: History and Architecture July 11, 2015We had a very good guide from Boston Citywalks on our walk. If it wasn't for him we would have missed a significant part of the charm of Boston. On top of the usual attractions, like the Freedome Trail, Beacon Hill, Boston Common and so many others, we were olso educated about the incredible historical buildings, interesting architecture, public art, history of the city and the Back Bay, and the endless, ever present green spaces. We were remaindered to look up and appreciate the beauty of the city. So glad we took the tour.
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Lorri855 .
Downtown Freedom Trail Tour: History and Architecture October 6, 2013This is a great city made better by the fact that it is walker friendly. There is a lot to see and do not least the walking trails which are marked by coloured lines to follow on the walkway. There are several routes to follow. We did the freedom trail which is full of history on the war of independence. It will take you to sights such as the scene of the famous Boston tea party and a number of other historic buildings including churches and cemeteries housing the graves of those killed in the war of independence. There is a wealth of information at all points on the trail and it is educational for adults and children alike. Boston has plenty of places to eat and drink and there are plenty of these en route including the famous Quincy market where in the food halls there is a wealth of international cuisine to suit all tastes and budgets. Boston is relatively flat so it is wheelchair friendly although not all of the buildings have wheelchair access.
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AllanandSally .
Downtown Freedom Trail Tour: History and Architecture August 27, 2013We booked this walking tour before leaving the UK as we wanted to get our bearings and learn about the city on our first morning. Alan was a great guide - very knowledgeable and humourous throughout the walk - and provided us with an excellent understanding of the city, the Freedom Trail and areas such as Back Bay and Beacon Hill. Although the weather was warm, the pace of the walk was easily manageable and the distance covered modest. Good walking shoes and a bottle of water advised though. All in all, a great thing to do. Thoroughly recommended.
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Kathy O.
Downtown Freedom Trail Tour: History and Architecture January 23, 2013Alan was a very friendly tour guide. My husband and I were the only two people who booked that day so we got a private tour. Alan was very accommodating, focusing on what we liked (history more than architecture) since it was just the 2 of us. He knew his stuff and presented the information in a fun way. We did Tour #3 Copley Square (Back Bay) to Downtown Freedom Trail via Beacon Hill Walking Tour, starting at 12:30pm on a Saturday. We enjoyed it very much and thought it was the perfect length to fill in some free time that afternoon.
