Discover art and Toronto flavours on these self-guided cycling itineraries.

Summer hits Toronto hard, sending Torontonians out into the streets and parks to eat, drink and be merry, knowing that autumn’s not far off. And there’s usually a bike in there somewhere, too.

A person rides a bike through Trinity Bellwoods park
Food, art and cycling—Toronto's got it all

With streets increasingly lined with bike lanes, drivers accustomed to sharing the roads, and new bike-share bikes, including ebikes, being added to an ever-expanding system, Toronto is joining the world’s great bike cities. It’s one of the most accessible bike cities outside of the Netherlands.

And thanks to a nice little city bylaw, ever since the city’s remarkable condo book started in the early 2000s, there’s been a public art renaissance throughout the city. Toronto of the 1970s and ‘80s was a city dominated by the cutout realism of Michael Snow, the visceral shapes of Sorel Etrog, Kosso Eloul’s striding blocks, and William McElcheran’s sensitive distillations of the stereotypical Toronto businessman. 

Now, some of the city’s most eye-catching sculptures are the comic-ironic pieces by Douglas Coupland, the Canadian artist/novelist who gave the world Generation X, though it’s Graffiti Alley—conveniently located just behind the busy Queen West strip—that’s really captured the international imagination.

But it’s not only a good way to see the city, it’s a great way to taste it, too.

In addition to the easily navigable city streets, there are bike-specific paths throughout the city, and really a lot of street art everywhere. Some of the paths lend themselves better to food en route than others, but bars, restaurants, and food pop-ups of one sort or another are so thick on the ground, there are a lot of bike food options.

Don Valley Bike Path

The city’s best bike-food matchup may be a stop at Rooster Coffeehouse on Broadview across from Riverdale Park. Here you can take your cinnamon bun, cross the street, set your bike down, and take in the single best view of Toronto’s downtown skyline at the top of what becomes Toronto’s single best toboggan hill each winter. Then head down into bike trails that remind you of just how verdant urban ravines can be. 

And keep an eye out for Duane Linklater’s Monsters for Beauty, Permanence, and Individuality, a series of cast concrete sculptures interspersed among the foliage.

Leslie Spit

Officially known as Tommy Thompson Park, for the Group of Seven painter, this is the route to take to run into Toronto’s cycling elite on their long but leisurely rides between IronMan competitions and transcontinental expeditions. 

The spit itself is made, charmingly, from the detritus of the excavations and demolitions of decades of Toronto’s biggest developers. So, it’s a work of found art itself, but it’s also just south of Canary District named not for London’s Canary Wharf (built by the Canadian Reichmann family), but for the Canary Diner that used to be where the detritus dumpers would stop for their early-morning coffee and home fries. 

That’s long gone, but the District is now home to the Aviary Brewpub and Souk Tabule, and the Garden of Future Follies, a sculpture garden of work by Hadley + Maxwell.

Queen West

This is less a bike path than one of the busiest streets in the city, but it’s both where some of the most interesting restaurants are, and where you’ll find Graffiti Alley

You could cycle up, grab a drink at the Cameron House there’s probably some music coming out of there), or a fancy banh mi from Banh Mi Boys, a restaurant that seems like it’s a big chain but is actually a born-in-Toronto three-location minichain, and wander around the interlaced set of alleys.

Henry Moore

A British sculptor with no biographical connection to Toronto, he took a liking to the city (i.e., the city’s collectors took a liking to him), and in addition to the expensive collection at the AGO, there are two monumental works in fairly close proximity you can bike between and picnic beside. 

You can start at what Torontonians call New City Hall, to distinguish it from Old City Hall next door, despite the fact that 'new' here means “open before Joni Mitchell even heard of Neil Young”. 

Go along Queen and pick up some butter chicken from Little India to eat in Grange Park, whose centrepiece is Large Two Forms, the city’s most iconic Moore, the piece that gave at least four generations of children their first encounter with modern sculpture by climbing through it, sliding down it, and hanging off it. The Moores also aren’t far from Old Chinatown, which offers dozens of options for park-ready, handlebar-friendly takeout options.


If you get your bike from Bike Share Toronto, you’ll have a handy basket for your food. Otherwise, you may want to either invest in a pannier or bring along a flat-bottomed backpack to carry your meals.