The Greatest Hits

Toronto's skyline is dominated by architectural icons that define Canada's largest city. On this self-guided walking tour, you'll encounter the major landmarks that make Toronto instantly recognisable, from the imposing Rogers Centre to the soaring CN Tower. Along the way, you'll discover the fascinating stories behind these structures and experience the multicultural energy that makes this city unique.

The tour begins at the Rogers Centre (formerly SkyDome), where you'll see the unique bronze statues of The Audience jutting out from the corner of the building. You'll walk alongside this massive stadium that hosts Toronto Blue Jays baseball games and features the world's first fully retractable roof in a major sports facility. From here, you'll pass the historic Roundhouse Park and Steam Whistle Brewery, housed in a beautifully repurposed train repair facility.

You'll make your way down Front Street, the traditional gateway to Toronto, passing the majestic Fairmont Royal York Hotel and the grand Beaux-Arts Union Station. The route continues up iconic Yonge Street—once mistakenly listed as the world's longest street—where you'll find the Hockey Hall of Fame, Hudson's Bay Company (one of the oldest corporations in the world), and the historic Elgin and Winter Garden Theatre Centre. The tour ends at the impressive Old City Hall, a Romanesque Revival masterpiece that narrowly escaped demolition in the 1960s.

On this 75-minute tour, you'll have a chance to:

• Visit Nathan Phillips Square, Toronto's main civic gathering place that transforms into a bustling ice rink during winter months
• Explore the area around the CN Tower, Canada's most recognisable landmark standing at 553 meters tall
• Discover Dundas Square, Toronto's version of Times Square, buzzing with digital billboards and street performers
• Learn about the Hockey Hall of Fame, housed in a stunning 1880s bank building with interactive hockey exhibits
• See the Hudson's Bay Company, whose history is intertwined with Canada's early development as a fur trading post
• Marvel at the Elgin and Winter Garden Theatre Centre, the world's last operating double-decker theatre
• Experience the energy of Yonge Street, Toronto's main commercial corridor and site of major parades and celebrations
• Understand how Toronto earned its reputation as one of the world's most multicultural cities with over 180 languages spoken

Whether you're a first-time visitor or a longtime resident, this tour provides a perfect introduction to Toronto's downtown core. By the end, you'll understand why Torontonians are so passionate about their city and its landmarks, even if you might still struggle to pronounce Toronto like a local.