Explore Toronto’s iconic architecture on a guided walking tour from Union Station to City Hall. Discover hidden gems and historic landmarks. Book now!
Explore Toronto’s iconic architecture on a guided walking tour from Union Station to City Hall. Discover hidden gems and historic landmarks. Book now!
- Toronto Union - The meeting spot is inside, not outside. It’s located in the Great Hall, a spacious room accessible from Front Street. This above-ground area features a high ceiling and large windows on both sides. Flags adorn one wall, and an information booth sits beneath a clock in the room’s center. The names of cities where trains stopped…
- Toronto Union - The meeting spot is inside, not outside. It’s located in the Great Hall, a spacious room accessible from Front Street. This above-ground area features a high ceiling and large windows on both sides. Flags adorn one wall, and an information booth sits beneath a clock in the room’s center. The names of cities where trains stopped when the station was built encircle the Great Hall’s interior. This detailed description is provided because there’s a large tourist information center elsewhere in the station that’s not the Great Hall, a big food court that might be mistaken for the Great Hall, and a large clock outside on the sidewalk. None of these places combine the magic trio of clock + info booth + big room with a high ceiling. Look for your guide near that booth!
- CN Tower - Look over there! It’s the famous tall tower everyone knows about! When it comes to impressing people, there’s hardly a better way than building something incredibly tall. The CN Tower was the tallest free-standing structure in the world until the Burj Khalifa was built in Dubai, but Torontonians remain proud of it (don’t worry, CN Tower, you’re still amazing). Thanks to its impressive height, TV and radio reception in the area improved in the 1970s, and it helped create one of the world’s most recognizable skylines!
- Fairmont Royal York - Constructing the railroad across Canada was costly and time-consuming. To profit from this project, railroad companies built luxury hotels near train stations in every major city and town along the tracks, enticing wealthy individuals to embark on the long journey across Canada by rail. Toronto’s grand railway hotel, The Royal York Hotel, opened in 1929, just in time for the global economic downturn. Despite the Great Depression and the construction of competing hotels, the (Fairmont) Royal York Hotel remains a cherished landmark and symbol of Toronto’s prosperity. Tour groups are no longer allowed in the hotel’s lobby, but there’s plenty to admire from the outside!
- The Path - Discover the history of the underground network and explore part of it. Stay close to your guide, as the PATH is challenging to navigate. Avoid the fate of others who lost hope of escaping and ended up opening a Cinnabon franchise in one of the food courts.
- Brookfield Place - Designed by Santiago Calatrava, this structure inspires even architects to take photos. High vaulted ceilings made of white steel and glass create an inviting and inspiring public space. Check out the pictures!
Here, your guide will discuss private public space in Toronto and offer a glimpse into the PATH, the underground network of food courts and corridors connecting building basements in the downtown core to nearby subway stations.
- Hockey Hall of Fame - We don’t visit it (this tour is only 90 minutes), but guests interested in returning on their own to learn more about hockey will know exactly how to find this elusive attraction entrance without needing directions.
Here, your guide will share insights about Canada’s official national winter sport and might even explain why the Toronto Maple Leafs are unlikely to win another Stanley Cup.
- St. Lawrence Market - Your guide will provide tips and pointers for visiting the market after the tour while explaining its role in the city’s development.
- Berczy Park - Enjoy Toronto’s famous “dog fountain” and learn why such unique attractions exist.
- St James Anglican Cathedral - The spiritual center of Old Toronto and the seat of power in the 19th century. Discover how religion and politics played out in Muddy York at this Gothic-Revival cathedral.
- Financial District - Walk among Canada’s tallest skyscrapers and learn about the major Canadian banks, the Great Fire of 1904 (which wasn’t great at all if your name was John Croft), and get a sense of what it’s like to work in a place where the goal is to “buy low and sell high.” Can you smell the money? You might. In Canada, this is where most of it is.
- Old City Hall - Since this is covered in detail during the Old Town History Tour, your guide isn’t supposed to reveal everything about this building, but they probably won’t resist sharing a few intriguing details. You’ll want to know more, but that’s covered on another tour!
- Toronto City Hall - The final stop on this Downtown Toronto Tour is the iconic City Hall (it’s literally an icon and featured in our city’s logo) with the less iconic, but equally well-photographed “Toronto sign” out front. Group photo time? At least get a selfie…
Completed in 1965, this futuristic building symbolized Toronto’s aspirations of greatness as a modern metropolis, its status as a provincial capital and national hub of culture and finance, and its love of concrete.
A grand public space with public art where the public gathers to celebrate public holidays and moments of public pride… Nathan Philips Square in front of City Hall is where the city comes together for New Year’s Eve, farmers markets, and protests of all kinds. A truly democratic space like this is a great place to end your downtown tour. There are public washrooms nearby too.

- English-speaking Tour guide
- English-speaking Tour guide
- Gratuities
- Gratuities
The original Tour Guys walking tour of Toronto, and our most popular walk, this stroll takes you from Union Station to City Hall, while passing under, around, and through some of the most spectacular buildings in the city. Majestic bank lobbies, wide concrete plazas, and looming glass and steel office towers make up much of what people think of when…
The original Tour Guys walking tour of Toronto, and our most popular walk, this stroll takes you from Union Station to City Hall, while passing under, around, and through some of the most spectacular buildings in the city. Majestic bank lobbies, wide concrete plazas, and looming glass and steel office towers make up much of what people think of when Toronto comes to mind.
The last stops will compare Toronto’s current City Hall with the previous Old City Hall next door. This tour will leave you with a greater appreciation for “Canada’s downtown”.
Be sure to tip your guide at the end of the tour. By charging only a booking fee, we leave it up to our guests to pay the guide what they feel the tour is worth. The average tip is $10 per person, some pay much more.
- This tour leaves on time. If you are late, the guide cannot wait. If you are on time, you are on tour!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.