#1 Winnipeg tour company on Tripadvisor since 2012
4.9 Tripadvisor · 4.8 Google · 4.9 Facebook

Winnipeg's #1 tour company#1 Winnipeg tour company on Tripadvisor since 2012 | 4.9 Tripadvisor · 4.8 Google · 4.9 Facebook

WALKING TOUR: THE WICKEDEST CITY

In 1876, a YMCA conference called Winnipeg the wickedest city in Canada.

Spend ninety minutes hearing the outrageous—but completely true—stories that show they had a point, on a relaxed, story-driven walk.

✓ Step inside the Manitoba Legislative Building
✓ The scandals the official tours leave out
✓ Small groups, short walking distances, seating at most stops

Adults $29.95
90 minutes
Departs from 450 Broadway (Manitoba Legislative Building)
Season runs June–September
Max 20 people per tour

Who this tour is for

What you’ll experience

A booming city with a scandalous past. Between 1876 and 1910, Winnipeg grew from a small village into one of Canada’s largest cities—but behind the wealth and rapid growth was a reputation for vice, crime, and intrigue. Things were so bad, the YMCA named us the “wickedest city in Canada.”

Booming, brash, and sometimes brazenly corrupt, Winnipeg was a place where the police chief got caught in his own brothel raid, the first mayor spent his nights in the drunk tank, and a radio announcer accidentally swore live on air in front of the King.

Fun stories guests love

The forgotten, edgier side of Winnipeg history

We’ve dug deep to find the stories you won’t hear anywhere else—the ones most Winnipeggers don’t even know. Here’s just a taste of what you’ll hear:

  • The tale of our first mayor, who once kidnapped his political opponent
  • The amusing story of the first time someone swore on Canadian radio
  • The Winnipeg criminal who pulled off one of the biggest gold heists in Canadian history—then got caught because of a snowstorm
  • Why Manitoba’s most famous symbol, the Golden Boy, is a veteran of the First World War

Funny, surprising, and completely true. This is Winnipeg history the way it deserves to be told.

Go inside the must-see Manitoba Legislative Building

Step inside “the Leg”—one of the most beautiful government buildings in North America—and hear the secrets the free tours leave out: the hidden temple, the sphinx on the roof, and why the building’s famous Golden Boy statue is a war veteran. You’ll enjoy a guided interior visit and have time to look around on your own, so you can check this must-see stop off your Winnipeg bucket list.

Please bring government-issued photo ID (all guests 18+)—it’s required to enter the building.

Local guides who feel like friends

There’s a reason we’ve been Winnipeg’s #1 tour company on Tripadvisor since 2012—our guides are warm, knowledgeable, and passionate about Winnipeg history and culture. Expect engaging stories, laughs, and the kind of hospitality that feels like exploring the city with a friend. You’d be surprised how many locals leave having learned things they never knew about their own city.

A comfortable pace, with seating available. Our groups are small, the walking distance is short, and we find places to sit at most stops, so you won’t be standing for the full 90 minutes.

After the tour, our guides are happy to point you toward their favourite places to eat, drink, and explore, so you can make the most of the rest of your day.

What our guests are saying

Top rated by hundreds of guests across Tripadvisor, Google, and Facebook

“It was an interesting and entertaining tour! Interesting stories about Manitoba, tour guide was engaging and informative! I would recommend this tour to anyone visiting Manitoba!”

Christine F., Canada
Verified GetYourGuide reviewer

“Tour was great. Leader was well prepared and informed. She shared interesting historical stories and information.”

Karen D., Canada
Verified GetYourGuide reviewer

Book with confidence

The lowest price. Period.

Book directly through this page to get the best available rate. If you find a lower price elsewhere, we’ll refund the difference.

Free cancellation

Plans can change—so we offer a full refund up to 30 minutes before your tour starts. Not sure your plans are locked in yet? Book now to secure your spot and cancel for free if anything changes.

Recognised as one of Canada's best

Winnipeg Trolley Company awards: Top 50 Tours in Canada (FlightNetwork), TripAdvisor Hall of Fame 2011-2018, Luxury Travel Guide Winner 2017, Manitoba Tourism Award Winner, Canadian Tourism Awards Small Business of the Year

Limited spots available—book early to secure yours

With limited access inside the Legislative Building, our tours do sell out—book now to secure your spot. Free cancellation up to 30 minutes before the tour.

Tour details

Price

  • General Admission: $29.95
  • Senior (65+): $27.95
  • Student (with valid ID): $19.50
  • Child (6-12): $5.50
  • Infant (5 and under): Free

When can I go

Tours run June–September; click on Check Availability for the full tour schedule.

Tour basics

Our tour runs approximately 90 minutes.

Our tours begin at the Canadian flag right on Broadway directly in front of the Manitoba Legislative Building, 450 Broadway – click HERE for a map and to find directions to our starting point.

Walking tour at a comfortable, easy pace, with seating available at most stops—including a guided visit inside the Manitoba Legislative Building.

Each tour holds up to 20 people—we keep our groups small so every guest gets a great experience. Need a larger group? Click HERE to contact us about private bookings.

All ages are welcome; however, the tour discusses some adult content, so viewer discretion is advised. Walking distances are short and easy throughout.

What's included & what to bring

  • Narrated walking tour with a professional guide, seeing the beautiful buildings and hearing the stories of the Manitoba Legislative grounds
  • Guided tour and many photo opportunities inside the stunning Manitoba Legislative Building
  • Relaxed walking experience, with seating available at most tour stops
  • Washrooms available
  • Gratuities
  • Comfortable shoes
  • Government-issued photo ID (for all guests 18+; required to go inside the Manitoba Legislative Building)
  • A camera or phone—there are many photo opportunities!
  • A hat, sunscreen, or a jacket depending on the weather

Getting there and parking

Our tour begins at the Manitoba Legislative Building, 450 Broadway. It is a 25-minute walk from The Forks Market, and within walking distance of most downtown hotels. You can also ride Winnipeg Transit; select stop 10585 (Eastbound Broadway at Osborne East), which is just two minutes from our starting point. Winnipeg is also served by Unicity Taxi, Duffy’s Taxi, and rideshare services like Uber and Lyft.

Click HERE for a map and to find directions to our starting point.

There is paid street parking on all streets around the Manitoba Legislative Building. You can enjoy two hours of free parking on Saturdays—more than enough time to take our tour! Need assistance with parking? Just find a spot to park, then come ask our staff; they will be happy to help!

Yes! When we go inside the Manitoba Legislative Building you will be able to use the restrooms.

What to expect on the tour

There are ten stops on the tour, as well as some free time, both to explore the interior of the Manitoba Legislative Building and its grounds.

Yes, all guests 18 years old and up must present valid photo identification (e.g. a driver’s license or a passport) to visit inside the Manitoba Legislative Building. If you do not have identification or would prefer not to show it, you can join our tour for the outside portions, and can wait outside while the group is inside. 

As well, everyone must also go through security (like at the airport) to enter the Legislative Building, so reducing the number of bags you bring with you will make it an easier process for you – but you are welcome to bring bags and backpacks should you wish. 

We do allow pets on the tour; however, they are not permitted inside the Manitoba Legislative Building nor can they be tied up on the grounds, so you would need to wait outside with your pet while the rest of the group is inside.

Yes, at this time we are only offering tours in English.

Booking and tickets

We highly recommend purchasing in advance by clicking on the Check Availability button on this page, or by giving us a call at 1-204-226-8687. Remaining tickets are available for walk-up sale 30 minutes before the start of the tour, but we cannot guarantee walk-up availability and our tours frequently sell out.

If you see an empty box on our calendar, it is because we are not running tours that day. Please look for dates in green on the calendar to select a ticket for purchase.

If you would like to pay with cash while still guaranteeing your seat, please email info@winnipegtrolley.ca or call us at 1-204-226-8687 and we can reserve your tickets (subject to availability) and you can pay when you arrive for your tour.

Yes, tickets are fully refundable up to 30 minutes before the start of the tour, please just email us at info@winnipegtrolley.ca or call us at 1-204-226-8687 if you need to cancel.

Yes! We are pleased to arrange a private tour for your group. Please email us at info@winnipegtrolley.ca or call us at 1-204-226-8687 to arrange a custom booking at a time that works for you.

Instant confirmation.

No need to print your tickets or have your tickets on your phone—just give your name to the guide, and you’ll be all set!

Accessibility and weather

Yes, we run rain or shine, but may be adjusted for extreme weather conditions. If the weather is not quite what you are looking for during a tour, however, you can cancel up to 30 minutes before the start of the tour.

Winnipeg is one of the sunniest cities in North America! During the spring and summer when our public tours run, most days are quite warm and sunny.

Policies and support

Because we believe strongly in the quality of our tours, we offer a 100% money-back guarantee. If you are not satisfied after taking our tour, please Contact Us and we will gladly refund your ticket price, no questions asked.

We are here to help! Simply send us an email at info@winnipegtrolley.ca or call us at 1-204-226-8687 with any additional questions or concerns.

The Winnipeg history the official tours leave out.

Explore our other tours

City Tour

70+ landmarks in two hours, aboard our climate-controlled trolley with a storyteller guide. The best first stop in Winnipeg.
Trolley tour · 2 hrs

Ghost Tour

Two haunted houses, after dark, with a professional storyteller. Every story we tell, someone claims actually happened to them.
Trolley tour · 2.5 hrs

Book your tour

Adults $29.95 · 90 min

See full pricing in details ↓

Next available tours
★★★★★

“It was an interesting and entertaining tour! … I would recommend this tour to anyone visiting Manitoba!”

Christine F., Canada · GetYourGuide review

Season runs May–October

Adults $29.95

Copyright © 2025 Winnipeg Trolley Company | Privacy Policy

Searching Availability...

Searching Availability...

Searching Availability...