Montreal Tours for the Intellectually Curious Traveler
Context TravelI’m proud of my roots – both from my Native and French ancestors. I feel very strongly about teaching our history to my kids and took the opportunity to go on a private tour with a docent from Context Travel in Montreal.
This wasn’t exactly throwing me into ‘cool mom’ territory but save for one whispered comment from Annabelle (“We get it, it’s a wall. Is he gonna finish talking soon so we can keep going?” bhahahahhaha) the kids had a great time.
A few stops in shaded parks, an exploration of the local Starbucks for some cold drinks, and great discussions about history, French literature, and more.
If you love history, if you thrive on knowing the stories behind hidden gems, I recommend you book a tour with Context Travel. Serving close to 40 cities world-wide there’s a great chance they’re in your next destination.
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If you’re budget conscious or otherwise generally well-abled the group tours (maximum 6 people) are a great choice.
If you are traveling with special needs (wheelchair, stroller, etc), kids under 12, or you wish to make some modifications to the tour, I strongly suggest booking a private tour.
Being able to enjoy the full tour – e.g. if your child has to pee you’re not running to catch up with the group after – without missing anything or feeling like you need to be accommodated is a huge bonus. I’ve traveled with my mom, who’s in a wheelchair. I’ve traveled with kids. I’ve traveled on my own and with friends.
By far my best experiences when traveling with my family were those where I took the seemingly indulgent options. Ease of mind and minimal stress are priceless. Do yourself a favor, and put yourself in a position to enjoy every magical moment of your vacation.
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L’École des Hautes études commerciales
Le Vieux Montreal was known as the Latin district – generally, people in this area studied Latin. This school, which knew some controversy, was the first to offer adult night classes in Canada.
Old Meets New
From Square Viger to classic row houses, l’École des Hautes études commerciales and Maison Jodoin to modern condos. Old and new marries to give you a glimpse of lifetimes long ago lived with the conveniences of contemporary urban living.




Our Docent was Amazing
As a single parent with 3 kids in different age groups, I thoroughly enjoyed the tour.
Daniel (Epstein) was fantastic at juggling the short attention span of the the younger kids while feeding the oldest with all the history she could absorb.
Notes from a 5th grader
I loved learning about how houses were built a certain way and why. Daniel was a lot of fun too, definitely not boring. The stories were neat, too.
Jasmine, 10 yrs old



Did You Know?
The Molson Brewery in Old Montreal is not only the oldest brewery in North-America, producing fine ales since 1786. John Molson’s influence brought us the Montreal General Hospital, Canada’s first railway construction, and more.



“We still got to play”
I loved that the man was teaching us cool things, but I also loved that we got to stop in different parks to play while the adults talked.
Annabelle, 6 yrs old

What will you discover?
Where will your next adventure take you? Take a leap and try #DeepTravel for an unforgettable experience.
Discover Context Travel in Montreal or one of the many cities they serve worldwide!

Montreal is an absolutely beautiful city! I didn’t realize that the Molson Brewery in Old Montreal was the oldest brewery in North America. That is so awesome! The photos you have featured of this multilingual city are just breathtaking.
Thanks Lisa! I’m glad you liked the pictures 🙂
I am convinced that the Context Tours sound amazing. We will look into them for our family when we are visiting one of the cities that has Context Tours available.
Thanks Paula! Context Travel are tours are great 🙂
Wow, I never considered Montreal as a place to vacation. All your pictures have changed my mind! I love visiting places that have period architecture and it looks like your children had fun too!
Yeah, the kids had a blast 🙂 I’m glad you enjoyed the pictures, and yes, the architecture in that town is gorgeous!
I agree that Montreal seems to be a beautiful city! I’d love to visit sometime soon. I’m not sure if I would go with the entire family or just sneak away with my hubby for a long overdue couple’s vacation.
Ditch the kids 😉
I visited Montreal once many years ago. It was such a beautiful city with so much to see and so much to do. This is a beautiful compilation of some of the best of Montreal. I would love to take the whole family here on a vacation!
Thanks! Yes, so much to see, and this is just one area! 🙂 Come in summer 😉
I have never traveled to Montreal or used Context Travel however your post has encouraged me to add that to my bucket list. It looks like a gorgeous city with so much to see and do! This looks like a great destination for our family vacation too!
I love Montreal. I went there during the summer for the first time ever by myself as an adult and it was such a wonderful trip. I hope to go back again this summer.
I’ve never been to Montreal but after reading, I’m adding it to my bucket list! Your pictures are jumping off the screen and it seems like I there with you! What a beautiful city and a great way to see it all.
I love all the beautiful pictures! I’ve only visited Toronto and Montreal has been on my travel bucket list for quite some time. This definitely makes me wanna bump it to the top of the list though. Looks like a wonderful city and place to see – can’t wait to go there someday.
Montreal is so beautiful. I haven’t been in years, but have such good memories there. Would definitely like to get back. I have a friend who went for her honeymoon and on an anniversary trip and cried when she had to leave. She wants to move there, badly!