Private Tour

Toronto Old Town: Self-Guided Dark History Walking Game

Overview

Available languages

English

French

1 hour 30 minutes

Mobile ticket

Think you know Toronto? Think again. Beneath Old Town’s polished streets lie twisted tales, strange encounters, and buried secrets waiting to be uncovered. On this spine-tingling walking adventure, the city becomes your puzzle board.

Using your smartphone, you’ll follow eerie clues through alleyways and historic sites, uncovering bizarre stories like a battle between clowns and firefighters, strange underground truths beneath St. James Park, and dark secrets behind Toronto’s oldest market. You’ll solve 10–15 interactive challenges, each revealing a hidden layer of the city’s past - no guide needed.

What makes this tour unique?

It’s a thrilling mix of self-guided discovery, real-world puzzles, and dark local lore that transforms a walk into an unforgettable adventure.

Perfect for curious minds, groups of friends, and couples looking for a deeper, more unexpected side of Toronto.

Additional Info

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Suitable for all physical fitness levels

Cancellation Policy

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

What‘s Included

10 puzzle challenges

Flexibility to pause and resume anytime

Storyline content about Old Town’s dark history

Mobile access code

A physical tour guide

What To Expect

Originally installed for the 2015 Pan American Games as a temporary attraction meant to be dismantled in November 2016 at the earliest, the City of Toronto decided to continue to operate the sign after it became popular with tourists and residents. Here you will have to look around to find the answer to our challenge to advance to the new location and learn the story of this place.

Admission Not Applicable

Old City Hall

Toronto's Old City Hall was one of the largest buildings in Toronto and the largest civic building in North America upon completion in 1899. It was the burgeoning city's third city hall. It housed Toronto's municipal government and courts for York County and Toronto, taking over from the Adelaide Street Court House. Here you will have to look around to find the answer to our challenge to advance to the new location and learn the story of this place.

Admission Not Applicable

Options

Toronto Old Town: Self-Guided Dark History Walking Game

Reviews

4.87

15 reviews

Total reviews and rating from Viator & Tripadvisor

Great fun!
Carol W,
Jun 20, 2025
- Review from Tripadvisor
5.00
A fun way to get in some steps and learn more about the city. I will be doing more of these in different cities. Nice way to spend a couple of hours.
A good site to book...
Jonathan B,
Jun 9, 2025
- Review from Viator
5.00
A good site to book guesthouses and tourists places, very easy to operate in terms of choosing your choice
History and Sites
Lawrence H,
Jan 5, 2025
- Review from Viator
5.00
Get to see interesting sites in the city and have an interesting anecdote or story associated with the location. You can go at your own pace or try to achieve a timed goal.
Outstanding Customer service by Air Canada Toronto airport staff.
Snowbird1986,
Feb 5, 2024
- Review from Tripadvisor
5.00
A big shout-out to the hard work of Eric Santos at the Toronto airport who took our delayed flight and missing luggage as a personal quest and got us completely fixed up in record time. It is not often a delayed flight and lost baggage will merit an 'attaboy', but in this case, his caring attitude and prompt service in resolving our issues were greatly appreciated.
Good for coupled
FarAway64918314354,
Oct 8, 2023
- Review from Tripadvisor
5.00
Very fun experience with my wife, going around the city to find clues is really enjoyable. We were also able to pause to get food
Really enjoyed ourselves
melissamU52DA,
Jul 22, 2023
- Review from Tripadvisor
5.00
My husband and I did this as a way to travel around and sight see. Had we not we would have missed so much of the history in Toronto.
Fun and interesting
Molly E,
Jan 2, 2023
- Review from Tripadvisor
5.00
It was a great thing to do and we learned a lot about the darker but very interesting history of old Toronto. The Storyline was great, as was the places of interest it took you to. Would recommend to residents and visitors
Fun and entertaining
Q9199SWpatrickh,
Jun 28, 2022
- Review from Tripadvisor
5.00
Fun story and a fantastic to get out and walk the city and learn some interesting history along the way.
What a great way to explore the city
majaz754,
Jun 13, 2022
- Review from Tripadvisor
5.00
This was such a great surprise. I love walking around a city and this just made my experience 10x better. I cannot recommend Questo enough and will definitely use it every time i travel abroad!
Awesome adventure
VRH123,
May 21, 2022
- Review from Tripadvisor
5.00
What a great way to visit Toronto! I loved the seek and find aspect of this app and especially going at our own pace!