🔒 Instant Access: Book now and start immediately. No need to wait for a guide.
⏱️ Total Flexibility: Start, pause, and resume whenever you want.
🧩 Gamified Discovery: Solve 11 location-based puzzles to unlock hidden stories and secret spots.
📍 Starting Point: Sakura Garden, 200 Rue De La Gauchetière O, Montréal, QC H2Z 1X7, Canada
🛡️ Free Cancellation: Cancel up to 24 hours before your planned start for a full refund.
🌐 Available In: 🇬🇧 English 🇫🇷 Français
Single Mission
Just looking for a single adventure?
Montreal City Pass
The complete Montreal adventure.
Annual Pass
Play any quest in 1000+ cities for the price of a dinner for two.
Places you will visit
11
It will take you
75-105 mins
You will walk
3420 steps
Total distance
2.6 km
Route you will explore
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, CanadaAbout this quest
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?
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.
The mission: Your story in Montreal
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!
Tips & Recommendations
Wear Comfortable Shoes
You will be walking throughout the city, so comfortable footwear is essential for enjoying the experience.
Charge Your Phone
Make sure your smartphone is at least 60% charged. The quest runs through the Questo app, and you will be using it throughout.
Check the Weather
This is an outdoor activity. Bring an umbrella or sunscreen depending on the forecast.
Bring a Camera
You will discover photogenic locations and hidden gems perfect for capturing memories.
Stay Hydrated
Bring water, especially during warmer months or longer quests.
Play with Friends
While you can play solo, quests are more fun with friends or family. One ticket works for a group.
Ratings and Reviews
135 ratings
Beat the best: Top Montreal explorers
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Compare Questo vs. Guided Walking Tours
Flexibility
Regular Guided Tours
Fixed schedules & no pausing
Questo
Start, pause, and resume anytime
Privacy
Regular Guided Tours
Crowds of up to 30 strangers
Questo
Private experience for your group only
Pricing
Regular Guided Tours
$30-$40 per person
Questo
Affordable per-group pricing
Availability
Regular Guided Tours
Requires advance booking
Questo
Instant access 24/7/365
Experience
Regular Guided Tours
Passive listening to a guide
Questo
Active gamification; you solve the mystery
| Feature | Regular Guided Tours | Questo |
|---|---|---|
| Flexibility | Fixed schedules & no pausing | Start, pause, and resume anytime |
| Privacy | Crowds of up to 30 strangers | Private experience for your group only |
| Pricing | $30-$40 per person | Affordable per-group pricing |
| Availability | Requires advance booking | Instant access 24/7/365 |
| Experience | Passive listening to a guide | Active gamification; you solve the mystery |
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.
