This 3-hour walking tour in Toronto offers a personalized way to explore both the city’s well-known sights and its lesser-known treasures. For just $37.03 per person, you get a flexible experience led by a friendly guide—Matti—who’s praised for his knowledge, humor, and helpfulness. The tour begins at Buddies in Bad Times Theatre and ends back at the start, making it easy to incorporate into your day.
Two things really stand out for us: First, the focus on personalized storytelling makes this tour engaging—whether you’re into history, art, food, or quirky local lore. Second, the range of neighborhoods and sites visited paints a vivid picture of Toronto’s diversity—from iconic landmarks to vibrant street art scenes.
A notable consideration is that this is a moderately paced walking tour, so it’s best suited for those with decent mobility and a moderate fitness level. While the itinerary is flexible, be prepared for some urban walking.
This experience is perfect for visitors eager to uncover Toronto’s lesser-known spots or locals wanting a fresh perspective on their city. If you love discovering hidden corners, hearing local stories, and customizing your sightseeing, this tour offers real value.
Key Points

- Personalized Experience: The tour adapts to your interests, making it suitable for history buffs, art lovers, or foodies.
 - Knowledgeable Guide: Matti’s friendly, engaging style and local insights receive high praise.
 - Diverse Sites: Explore everything from iconic towers to street art, markets, and vibrant neighborhoods.
 - Cost-Effective: At just over $37, it offers a lot of personalized value in a short time.
 - Moderate Pace: Suitable for most travelers with reasonable walking stamina.
 - Flexible and Private: Only your group participates, and the tour can be tailored to your preferences.
 
Toronto is a city of contrasts—towering skyscrapers, historic districts, eclectic neighborhoods, and vibrant street art. This Customizable Walking Tour provides an excellent way to experience the city beyond the usual tourist spots. The tour’s core strength lies in its flexibility—your guide, Matti, is eager to cater to your particular interests, making each journey unique.
Whether you’re a history enthusiast, an art lover, or simply looking to enjoy Toronto’s lively atmosphere, this tour adapts to your curiosity. You’ll get the chance to see iconic landmarks like the CN Tower, just walking by while the guide shares stories of its significance and practical uses. The tour then weaves through nearby shopping centers and cultural spaces, giving you a taste of Toronto’s everyday life.
In-Depth Look at the Itinerary

If you're drawn to exploring Toronto on foot, we've looked into these other walking experiences
The CN Tower and Its Surroundings
Starting at Buddies in Bad Times Theatre, the tour takes you past the famous tower—a symbol of Toronto. While not a formal visit to the top, the guide shares a wealth of historic insights and practical tidbits. You’ll learn about its construction, its role today, and quirky facts that you won’t find in typical guidebooks. This approach sets the tone—highlighting the city’s blend of modern achievement and storytelling.
Toronto’s Downtown Hub
Next, the walk passes through a vibrant mall connecting the Square, the Path, and Nathan Phillips Square. Here, you can observe the hustle and bustle of Toronto’s central hub, with the option to pause for photos or quick snacks. The guide’s commentary helps you understand how these interconnected spaces serve as the heart of the city’s commerce and social life.
A Vibrant Street Art Scene
One of the tour’s hidden delights is a visit to an often-overlooked neighborhood that showcases Toronto’s street art and graffiti. This space highlights contemporary creativity and local talent. As Matti points out some of the best artists working today, you’ll gain a new appreciation for the city’s urban culture. It’s a lively contrast to the more polished, iconic sites, offering a glimpse into Toronto’s artistic pulse.
Architectural and Educational Gems
The tour also visits a beautiful campus, notable for its Oxford-like architecture and its role in Toronto’s educational landscape. Here, the guide shares stories of the city’s educational history and the unique architectural styles that make this area so captivating. It’s a peaceful spot that balances the busy urban experience with a sense of history and learning.
The Market and Food Culture
No exploration of Toronto is complete without visiting a historic market. This market has a layered story—from its origins with beatniks and countercultural movements to its current gentrified, trendy status. You’ll have opportunities to explore local shops, taste some snacks, or browse for unique souvenirs. The guide’s stories add color, making this stop both delicious and culturally enriching.
Toronto’s Inclusive Spirit
Another highlight is an exploration of one of Toronto’s most vibrant and inclusive spaces—a neighborhood celebrated for its LGBTQ+ community and diverse local businesses. Here, you’ll learn about the city’s progressive history and the stories that have shaped this area into a welcoming hub.
The Original Market
Finally, the tour visits Toronto’s original market, a longstanding food hub. This space offers a variety of culinary delights and a peek into the city’s evolving food scene. The guide might recommend local favorites and hidden stalls, giving you a taste of Toronto’s culinary diversity.
Authentic Experiences and Authentic Stories

What truly elevates this tour is the personal anecdotes and local lore that Matti shares at each stop. As one reviewer notes, he is “very knowledgeable of Toronto’s highlights” and “fun and enjoyable to talk with.” The storytelling makes the experience more than just sightseeing—it’s a lively conversation about Toronto’s past, present, and future.
Another reviewer praises Matti’s ability to introduce them to places they had never heard of before, and even set up additional outings afterward, like a trip to the Toronto Islands. This flexibility and personal touch are rare in typical city tours.
Practical Details and Value

At just over $37, this tour offers remarkable value for the personalized experience and insider knowledge you receive. It’s private, meaning only your group participates, which means less distraction and more tailored attention from the guide. The mobile ticket makes booking straightforward, and the group discount option makes it appealing for families or small groups.
The tour’s duration—around 3 hours—strikes a nice balance, giving you enough time to explore without feeling rushed. It’s suitable for most travelers with moderate physical fitness, as it involves walking through urban environments and neighborhoods.
Who Will Love This Tour?

Travelers who enjoy personalized experiences will find this tour particularly rewarding. It’s ideal for those who want to see a different side of Toronto, with stories and sites that aren’t in every guidebook. Art lovers, history buffs, and foodies will appreciate the diverse stops and the chance to hear local stories. It’s also a great option for locals looking to rediscover their city through fresh eyes.
If you’re someone who appreciates a friendly guide with a sense of humor and a wealth of knowledge, and you prefer your sightseeing to include authentic stories and community spaces, this tour is well worth considering.
The Sum Up

This Customizable Walking Tour of Toronto’s Hidden Gems offers a rich, engaging way to explore the city beyond the typical tourist spots. For a reasonable price, you’ll get a personalized experience led by a passionate guide who genuinely loves Toronto. It’s perfect for those who want to see diverse neighborhoods, hear local stories, and enjoy a flexible itinerary in a manageable timeframe.
While it’s best suited for travelers with moderate walking ability, the tour’s flexibility and private setting make it a great choice for families, couples, or solo explorers eager for a deeper connection with the city. The mix of iconic landmarks, street art, markets, and community spaces ensures you leave with a well-rounded, authentic taste of Toronto.
Whether you’re visiting for the first time or a local wanting a fresh perspective, this tour helps uncover the city’s lesser-known treasures and vibrant character—all with a friendly guide at your side.
FAQ

Is the tour suitable for people with mobility issues?
Yes, as long as you have a moderate physical fitness level. The tour involves walking through urban neighborhoods, but it’s not overly strenuous.
How long does the tour last?
Approximately 3 hours, making it a comfortable morning or afternoon activity.
Can I customize the tour based on my interests?
Absolutely. The tour is designed to be flexible to match your preferences, whether you’re into history, art, food, or local culture.
Is the tour private?
Yes, only your group participates, allowing for a more personalized experience.
What stops are included?
The itinerary covers Toronto’s iconic tower, downtown mall and square, street art neighborhood, a historic campus, markets, and vibrant community spaces.
Is the tour family-friendly?
Yes, it suits most ages and interests, especially if your family enjoys walking, learning, and exploring neighborhoods.
How do I book the tour?
Through the provided link, with mobile tickets available, and free cancellation up to 24 hours before the start.
This tour delivers a genuine and engaging look at Toronto’s lesser-known spots, perfect for curious travelers wanting an authentic, tailored experience.
More Walking Tours in Toronto
More Tours in Toronto
More Tour Reviews in Toronto
- Toronto Pearson Airport (YYZ) to Hamilton – Arrival Private Transfer|
 - Highlights of Toronto city tour with private transfers
 - Private Transfer to and from YYZ Toronto Pearson Airport
 - Private Underground Toronto PATH Tour
 - Private Transfer to or from Toronto Pearson International Airport
 - Algonquin Provincial Park Full Day Trip
 
More Toronto experiences we've covered
- Toronto Pearson Airport (YYZ) to Hamilton – Arrival Private Transfer|
 - Highlights of Toronto city tour with private transfers
 - Private Transfer to and from YYZ Toronto Pearson Airport
 - Private Underground Toronto PATH Tour
 - Private Transfer to or from Toronto Pearson International Airport
 - Algonquin Provincial Park Full Day Trip
 - Toronto City Tour
 - Niagara Falls Tour from Toronto
 - Private Greater Toronto DriveSpa Tour with Lunch
 - Kensington Market Neighborhood Private Food Tour
 - Private Toronto Airport Transfer Service to City centre Toronto
 - Toronto Pearson Airport (YYZ) to Toronto – Round-Trip Private Transfer
 
