Old Town Toronto: Historical Dark Secrets Tour
4.8
59 Ratings
Toronto
Duration: 1 hour, 30 minutes
Cancellation: 1 day learn more
Highlights
  • Our gathering spot for the journey is the Old City Hall, a building crafted to accommodate the growing administrative needs while demonstrating Toronto’s rising grandeur as a flourishing Victorian city in the later parts of the 19th century. Discover the designer’s fallout with the city’s leaders and his final triumphant act. We won’t be touring indoors as the building is a currently operating court, requiring security checks. However, the outer aesthetics are brilliant and perfect for an Instagram snapshot!

  • Established in 1847 (which makes it 20 years Canada’s senior), this church was constructed to cater to the destitute dwellers of St John’s Ward, a slum that later became the growth nucleus for the city of Toronto, only to be dismantled progressively over the subsequent century. Gain insights into the church’s fascinating history and track Toronto’s growth around it. Should the church be open, we might manage a quick sneak-peek.

  • Toronto’s equivalent of ‘Times Square,’ this spot represents the city’s commercial hub, with immense LED screens and a multitude of billboards. A hotspot for entertainers, faith-propagators, different vendors, and innumerable people traversing hither and thither through the stores. The modern dazzle overshadows much of Toronto’s old-world charm, hence we only skim through here on our way to our next destination.

  • The abode of Toronto’s inaugural mayor – who some claim still haunts it! One of the oldest surviving structures in this region, it has been used differently over its lifespan but is primarily commemorated (and conserved presently) as the ex-dwelling of William Lyon Mackenzie, a journalist who turned into a mayor in 1834, to later become a rebel and treason convict within as little as 3 years. His tale is every bit as riveting as it sounds, and you’ll get the full rundown here.

Toronto’s history museums remain open for the public most days, with visitors urged to revisit to spend a couple of hours exploring these sites more intricately at their convenience if they wish for a deeper dive into Mackenzie’s life.

  • A significant section of this tour occurs in Old Town Toronto, encompassing a series of exciting narratives and locations that your guide will unfold for you. Learn about Toronto’s evolution from a modest military settlement setup to supplement a neighboring fort (Fort York - situated at downtown’s western end) to its current status as a thriving metropolis through the duration of this journey.

  • Explore the Anglican cathedral, the previous hub of spiritual activities for Toronto’s affluent and influential, over a century ago. Built as the fifth in its series after a devastating fire razed central Toronto in our foremost ‘Great Fire’ of 1849. Initially serving as the colonist Brits’ church, it later came to represent the authority symbol for the dominant class through the majority of Toronto’s historical timeline.

Provided the church is open for public viewing, we will step inside for a short tour!

  • As per National Geographic Traveler Magazine, this has been announced as the ‘world’s best market’ in past years and is a must-visit when exploring Old Town Toronto. Closed on Mondays (and civic holidays), you might want to set aside sufficient time to explore this marketplace after your guide offers you a brief overview of its past and importance, not just to the erstwhile Town of York, but also to the modern Toronto that it evolved to be. In addition to being a prominent tourist attraction, the St Lawrence Market attracts locals with its specialty and locally manufactured goods, including gourmet mustards, Ontario wines and cheeses, and the celebrated peameal bacon sandwich.

If this tour has piqued your hunger, and the market is open, treat your taste buds by tasting your guide’s suggested delicacies!

What's Included
  • English-speaking Tour Guide
What's Not Included
  • Gratuities
Additional Information

Embark on this unique 90-minute walk presented by Tour Guys, beginning at the Old City Hall and ending at St. Lawrence Market, where you’ll dive into the grim past of the city. Discover tales of murders, public hangings, fatal duels, devastating epidemics, and other dreadful incidents that ironically resulted in the progression and improvements we cherish today. Your tour guide will weave together the narrative and reveal some of Toronto’s most captivating stories.

Don’t forget to tip them according to the value you believe their endeavor deserved when the tour concludes.

  • This tour leaves on time. If you are late, the guide cannot wait.
Location
50 Queen St W
Queen Street West
Meet your guide on the front steps of Old City Hall by the war memorial. Please note this is not the address of a building, but the location of a monument in front of Old City hall.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(59 Ratings)
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Olivia_j
Oct 9, 2023
Jason was very friendly... - Jason was very friendly and knowledgeable! Great way to kick off our trip and get to know the city of Toronto.
Review provided by Viator
Kerrygorgone
Oct 2, 2023
Get some Toronto history and see gorgeous churches and other sights. - Got lucky! We visited on a national holiday, so just me and my teenage daughter got to tour the city with Kieran. Really enjoyed our guide’s stories and insights, and got a list of recommended restaurants and attractions at the end. Nice bonus! One note: St. Lawrence market is closed on Mondays, and we were here on Monday. Bummer! Because that’s right where the tour ends. Try and book this a different day of the week, because the market would be a perfect next stop!
Review provided by Tripadvisor
Max
Sep 22, 2023
Great walking tour delving into some of Toronto's history - Great walking tour provided by Jennifer at an incredibly reasonable price. Started at Old City Hall and walked through various districts stopping at key buildings and churches to discover some of Toronto's history. Ended at St Lawrence Market, which is worth a visit itself to see all the fresh produce available. It's definitely worth the money and good to get a better understanding of the city's history.
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W2264rodianad
Sep 20, 2023
Great personal touch - Great personal approach to a walking tour! Thomas was knowledgeable and enthusiastic about Old Town Toronto!
Review provided by Tripadvisor
Daytrip41368304721
Sep 19, 2023
Old Town walking tour - Kieran was insightful ,comprehensive explanations and humorous. An exceptional experience, much enlightenment about Toronto, thank you 😊
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Nancy_l
Sep 19, 2023
Great, just the right length of time...and good value. - The history Kieran related, along with his great sense of humor. He personalized our experience by relating his narrative to each of us...really enjoyed meeting each person on the tour.
Review provided by Viator
Briant137
Sep 12, 2023
A Great Look Around Old Toronto - Friends recommended this tour for us. Have been to Toronto several times and enjoy walking the city. This Old Town Toronto History Tour with Kieran was excellent. He was knowledgeable and entertaining. The dark history information was incredible and moving forward in some areas pleasing. If you like walking cities this tour is a must.
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Flyer23982890825
Sep 10, 2023
Hilarious tour guide. - Did the old town tour with Kieran. He was a great laugh and really seemed engaged with everyone. I had no idea Toronto had such a unique history.
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Gregwv8802um
Aug 31, 2023
Wonderful TO tour takes you back (then further back) in time - Jason was a wonderful guide…really knowledgeable, helpful and enthusiastic about his city, its history and architecture. He really brings this tour to life with genuine stories and descriptions of key figures and events involved in this fascinating journey back in TO time. Would definitely do this tour again!
Review provided by Tripadvisor
Anonymous855
Sep 26, 2023
So-so experience, it was on time and he did his best - I want more depth or interesting nuances and felt those were lacking. His walking pace was fine for us but difficult for him. He doused his head in water on a "not hot day" and looked terrible. I wouldn't go with that group again.
Review provided by Tripadvisor
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May 2024
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