Our sightrunning tours of Toronto explore the history, architecture, neighborhoods, and attractions of the downtown core and along the Lake Ontario shoreline! Our runs cater to runners of all skill levels. Sign up for your run below!

christmas market history tour- $20 (CDN)

In partnership with Get Out There Magazine, City Running Tours is offering a one-night-only tour revealing some of Toronto's most interesting, but seldom told tales.  The 5 km (3.1 mi) route will change the way you see your city, giving you a whole new appreciation for its past and present.

The tour finishes at the Distillery District's Christmas Market, where festive stalls line the historic Victorian lanes, with merchants and entertainers in the spirit of the season.  Sip on hot chocolate, apple cider or stop by the brewery for free samples of beer.

OFFERED: Thursday, December 8th, starting at 6:30 p.m.

DISTANCE: 5.0 km / 3.1 mi

TERRAIN: City sidewalks.

ELEVATION: Mostly flat 

TOUR DURATION: Approx. 60 minutes

MEETING LOCATION: Massey Hall (Shuter St. & Victoria St)

Fenians & famine - $30 (CDN)

In the black summer of 1847, nearly 40,000 Irish came ashore in Toronto; a city of less than 20,000 people.  Many that survived the journey didn't last much longer and those that did still faced Old World intolerance and religious divides.  

But their arrival also inspired events that created Canada, and left us with colourful tales that are both tragic and hilarious.

OFFERED: Thursday evenings / Sunday afternoons (please refer to the calendar)

DISTANCE: 8.5 km / 5.3 mi

TERRAIN: City streets, sidewalks, grass, some stairs

ELEVATION: Mostly flat with a few ramps & stairs

TOUR DURATION: Approx. 90 minutes

MEETING LOCATION: Black Toe Running (Bathurst & King)


Downtown sights

The highlight reel - $30 (CDN)

The most Toronto you can see in 10k! Mostly flat or downhill, this tour introduces you to the University of Toronto, Ontario Legislature, Royal Ontario Museum, Frank Gehry's redesign of the Art Gallery of Ontario, Queen Street West (Vogue Magazine's second favourite street), Rogers Centre (Skydome), CN Tower, the Ripley's Aquarium of Canada, New City Hall, Old City Hall, St. Lawrence Market (National Geographic's top pick for food markets), the Harbourfront and the site of Ontario's first Parliament Buildings, before ending at the historic Distillery District; a stunning Victorian-era collection of industrial buildings converted to galleries, cafés, boutiques and a brewery. 

OFFERED: Daily @ 9:30 a.m.

DISTANCE: 10.0 km / 6 mi

TERRAIN: City sidewalks and some grass. Down some stairs.

ELEVATION: Mostly flat or slight downhill.

TOUR DURATION: Approx. 90 minutes

MEETING LOCATION: Varsity Centre (Bloor St & Devonshire Pl), N.W. corner


if you're a pop culture or music junkie, you're going to love this tour. From the 1950s through the 1970s, Toronto was home to some of the biggest events and awakenings in popular music.  

it was here that John Lennon decided the Beatles were through and the Prime Minister's wife disappeared for days with the Rolling Stones. Neil Young and Joni Mitchell found their voices in Yorkville coffee houses, and Bob Dylan met his band... which went on to become The Band. 

OFFERED: Every second Saturday at 3:00 p.m.

DISTANCE: 10 km / 6 mi

TERRAIN: City streets, sidewalks, & paved paths

ELEVATION: Mostly flat with some little rises

TOUR DURATION: Approx. 120 minutes

MEETING LOCATION: The El Mocambo (Spadina, south of College)