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The Lost Rebellion - A Guided Tour of Toronto's Old Town

Dave is an urban storyteller and history enthusiast dedicated to peeling back the layers of Toronto’s modern facade to reveal the "Muddy York" that lies beneath. This tour brings the city's original 10 blocks to life through obscure and humorous storytelling seeking to connect the dots between 19th-century political resistance and Toronto’s contemporary role as a cinematic and artistic hub. Join me as we trace the "shadow map" of the city, visiting the site of the 1838 public executions at Courthouse Square and uncovering hidden Banksy murals that have survived the city's constant redevelopment.
In my walking tour, I dive into the scandalous and heroic tales that shaped our home. From the unjust dismissal of Postmaster Howard during the 1837 Rebellion to the whimsical dog fountain at Berczy Park, join me for a walk that proves Toronto’s history is hiding in plain sight.
This is a free tour.
Duration: 2.5 hours

The tour lasts 2 hours and 30 minutes
Available in English

Dave
Guide: Dave
Tours since 2026
Meet your guide: a retired teacher and lifelong Toronto resident dedicated to revealing the "Muddy York" hidden beneath our modern streets. In my "Rebel’s Path" walking tour, I dive into the scandalous and heroic tales that shaped our home. From the unjust dismissal of Postmaster Howard during the 1837 Rebellion to the whimsical dog fountain at Berczy Park, join me for a walk that proves Toronto’s history is hiding in plain sight.

Tour map
10 stops
2 hours and 30 minutes
Meeting point:92 Front St E, Toronto, ON M5E 1C3, CanadaFind me by the North Market on the north side of Front Street next to the ♥️LOCAL sign. I will be wearing a green fishing hat and holding up a sign that says "Tour Starts Here".Open in Google Maps
1
Outside visit
Toronto's First Post Office
2
Outside visit
King Edward Hotel
3
Outside visit
Flatiron Building

The Lost Rebellion - A Guided Tour of Toronto's Old Town




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Free cancellation and booking
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