Montreal, 1920s. The air is thick with smoke, whispers, and forbidden drinks. You wake up under blooming cherry trees, a stranger’s jacket draped over you - and a wallet inside that could get you killed.
Al Capone’s friends don’t forgive easily. Follow the hidden trails of the city’s Prohibition past, solve puzzles to uncover secret bars and forgotten deals, and escape the night’s deadly mistake. Grab your friends or family, walk the misty streets, and piece together the clues before it’s too late.
This isn’t just a stroll - it’s a real-world mystery where your wit and nerve will shape your fate. Will you slip away unseen... or become part of the legend?
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Highlights
Discover or rediscover the cultural heart of the city in a brand new light.
Dive into a mythical era ridden with gangsters, bootleggers and worse, jazz musicians.
Visit popular and unknown locations around the town center.
Follow the journey of a sympathetic drunkard stranded in his own city.
Storyline
Light goes through your retinas. Foggy, blurry light. Are those… cherry trees? The branches mix with flashes of liquors of all sorts.
As you stumble up, something in your pocket bothers you. (Take out your wallet, look at your cards.)
Who’s that? Could you have taken the wrong jacket?
Oh oh – you’ve been with dangerous people lately. Friends of Al Capone and Conrad Labelle. What if it’s theirs? Oh no, no… OK. Just remember the place, drop the jacket incognito, and you may live another day! Think!
Places you will visit
11
It will take you
75-105 mins
You will walk
3420 steps
Total distance
2.6 km
Experience's route
Starting point Sakura Garden
200 Rue De La Gauchetière O, Montréal, QC H2Z 1X7, CanadaFinish point Place des Arts
185 Rue Sainte-Catherine, Montréal, QC H2X 1Z9, CanadaRatings and Reviews
129 ratings
How to play Questo?
Walk, Solve & Explore the Real World
Download the Questo app, pick your self-guided adventure, and start exploring. Follow clues, solve puzzles, and unlock hidden stories as you discover new locations—all at your own pace.
Visit cities with Walking Tour Quests
For your next trip, explore by going on a walking tour quest without a guide. Enjoy the flexibility of starting and stopping the experience whenever you want, without the fear of missing out on the best places to visit or the best stories to learn.
Make Your Date Unforgettable
Turn an ordinary date into an adventure for two. Stroll through scenic streets, solve puzzles together, and share memorable moments. Perfect for couples, first dates, or even proposals.
Role-play in your city
Attend a Questo Event, and immerse yourself in your favourite stories. Dress up in a costume for extra fun.
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Frequently asked questions
What’s the idea behind Shadows of Prohibition?
You wake up in 1920s Montreal, with a wallet that’s not yours and serious trouble brewing. You follow clues, discover speakeasies, dodge gangsters, and try to unravel what went wrong—all before it’s too late.
Is this more for mystery lovers or history buffs?
BOTH. If you love mystery, you’ll dig the sneaky clues and shady characters. If you like history, the Prohibition era, jazz, and Montreal’s past are woven into the storyline. Great combo.
Could this be a cool date night idea?
Yes! It’s atmospheric—nighttime or dusk adds to the mood. Solving puzzles together, walking past old bars, getting chills from the story… it’s something different and memorable.
Is it something families with kids can enjoy?
It depends on the kids. Older ones (teens) who enjoy thrill, history, puzzles will love it. Younger kids might find some parts scary or confusing. Also better during daylight if with little ones.
Where does the quest start and end?
You start at Sakura Garden in downtown Montreal and finish at Place des Arts. It winds through central streets & hidden spots in between.
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