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Discover Toronto’s coolest neighborhoods, street art, and hidden gems with a lively 2-3 hour private walking tour highlighting authentic local spots.
If you’re looking to experience Toronto beyond its famous landmarks and tourist crowds, Shane’s Favorite Spots in Toronto offers a lively, insider perspective. This private walking tour is designed to introduce you to the city’s most vibrant neighborhoods, colorful street art, and some of the best local hangouts for food and drinks. With its flexible, laid-back style, it’s perfect for travelers wanting an informal, fun exploration rather than a history-packed lecture.
What we love about this tour is its emphasis on authentic local experiences—from Instagram-worthy murals to cozy cafes—delivered by a passionate guide who’s been calling Toronto home for 25 years. Plus, the tour’s duration of around 2 to 3 hours makes it manageable and packed with highlights. On the flip side, it’s quite a walk—expect around 4-5 km—so if you’re not up for steady terrain or have mobility considerations, it’s worth considering other options.
This tour really shines for those who enjoy visual storytelling through street art, discovering cool spots for photos and social media, and sampling Toronto’s dynamic food scene. It’s best suited for curious explorers, Instagram aficionados, and anyone eager to see Toronto from a local’s point of view. If your goal is a relaxed, engaging stroll with plenty of chances to snap photos and soak up the city’s vibe, you’ll find this tour hits the mark.


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The tour kicks off in the heart of downtown at Sankofa Square—better known as Yonge and Dundas Square. This lively hub buzzes with energy, flashing billboards, and crowds, giving you a snapshot of Toronto’s bustling urban life. The meeting point is flexible, potentially shifting based on group preferences or hotel location. We loved the way this starting spot immediately energizes you and sets the tone for a lively exploration.
After a few minutes of walking, the tour pauses at Berczy Park, a peaceful green oasis with its famous Dog Fountain, which is a favorite for photos. This short stop is perfect for snapping a few pics and just soaking in the city’s mix of modern and historic architecture. Reviewers have raved about this small but charming park, calling it a “great little photo spot” that adds a touch of calm amid the urban excitement.
Next, we see the Flatiron Building, often used to promote Toronto’s image in travel campaigns. Its distinctive triangular shape makes it instantly recognizable, and the nearby mural adds another splash of color. Shane’s commentary here isn’t about dry facts but about sharing why this building is so beloved. Visitors have appreciated the opportunity to see one of Toronto’s most photogenic landmarks, often commenting on how it’s a must-see for first-timers.
A highlight for many is the walk-through of St. Lawrence Market, a bustling space packed with vendors selling everything from fresh produce to artisanal foods. While the tour doesn’t include a sit-down meal, you’ll have a chance to grab a quick snack or drink, perhaps a coffee or local treat. Several reviewers mention how this part of the tour offers a real glimpse into Toronto’s food scene, with Shane pointing out favorite spots to return to later.
One of the more unique stops is a quick look at a Banksy-style street art piece. This lends an edgy, artistic feel to the tour and is especially appealing to street art fans or those looking for Instagrammable moments. Shane’s enthusiasm for street art shines through, with reviewers noting how this stop feels like discovering a hidden treasure.
Moving into the financial district, the group visits Brookfield Place, known for its stunning blend of historic architecture and modern interior design. Reviewers have enjoyed Shane’s commentary on how this site exemplifies Toronto’s ability to respect its past while embracing the future. The interior’s sleek, contemporary style makes it a favorite for architecture buffs and shoppers alike.
Passing by the Toronto Sign near City Hall offers a quick but iconic photo opportunity. Many travelers have expressed delight at seeing this symbol, with some taking the chance to snap a selfie or two. It’s a brief stop but one that captures Toronto’s vibrant energy and is a fun, light-hearted moment on the walk.
One of the tour’s favorite neighborhoods, Queen Street West is a hub for indie shops, cafés, restaurants, and bars. Shane points out spots for grabbing a bite or a drink, giving you ideas for post-tour plans. Reviewers love the lively atmosphere and say it’s a great place to experience Toronto’s creative side.
A highlight for street art lovers, Graffiti Alley is a vibrant stretch filled with colorful murals. Shane’s guidance helps you appreciate the art beyond just its visual appeal—this is where Toronto’s urban expression really comes alive. Reviewers mention how this part of the tour feels like stepping into an open-air gallery, with plenty of opportunities for photos.
The tour concludes in the eclectic Kensington Market, a neighborhood bursting with vintage shops, cafes, bars, and street murals. It’s the perfect spot to unwind with a snack or a drink. Most reviews highlight how wrapping up here makes for a relaxed, enjoyable finish, allowing travelers to continue exploring or simply soak in the bohemian vibe.
Price & Value: At around $52 per person, this private tour offers significant value considering its tailored, informal style. It’s a great way to get a personal introduction to Toronto’s coolest neighborhoods without the expense of larger group tours.
Duration & Walking: Expect 2 to 3 hours of lively walking—approximately 4-5 km—so comfortable shoes are a must. If you tire easily or prefer a less walking-intensive experience, this might not be the best fit, as one review notes the tour involves a lot of walking.
Accessibility & Group Size: It’s a private tour, so only your group participates, making it flexible and intimate. The guide’s focus on customization means he can adapt the experience to your interests, whether that’s more street art or specific neighborhoods.
Timing & Weather: The tour runs daily from 10 AM to 3 PM, which is ideal for daylight exploration. It won’t operate if severe weather is forecasted or if temperatures are extreme (above 34°C or below -18°C). This ensures a safe, comfortable outing.
Additional Costs: You’ll need to budget for Uber or public transit if traveling to the starting point or returning from the end, as those aren’t included. The tour recommends approximately CA$20 per person for transportation.

Several reviewers highlight Shane’s friendly, knowledgeable approach, describing him as “kind,” “funny,” and “paternal,” with a knack for making everyone feel comfortable. His support and personalized touches, like asking what the group wants to see or eat, add value to the experience. As one reviewer put it, “He made it fun and very professional,” and another said, “We learned so much and saw so much, all while tasting great treats along the way.”
Street art fans especially appreciate the Graffiti Alley stop, with many noting that the art is visually stunning and that Shane’s enthusiasm makes it even more engaging. Food lovers also enjoy the quick visits to local markets and the suggestions for cafes and bars for after the tour.

Shane’s Favorite Spots in Toronto offers an engaging, authentic way to experience some of the city’s most colorful neighborhoods and street art, paired with insider tips for food and drink. It’s a flexible, well-paced experience that balances sightseeing with socializing, making it ideal for travelers who want a relaxed, personal introduction to Toronto’s vibrant districts.
While it’s perfect for those who enjoy walking and exploring at their own pace, it’s less suitable if you prefer static sightseeing or have mobility constraints. The tour’s value lies in its intimate, customized approach, making it a memorable way to see Toronto through a local’s eyes.
If you’re after a colorful, lively, and personable tour that showcases the city’s artistic soul and street life, this experience deserves a spot on your Toronto itinerary. It’s a refreshing change from cookie-cutter tours, packed with genuine local flavor and fun.
“I highly recommend Shanes tour. Shane took us to sights and places we would not have seen on our own. He made it fun and he was very professional. …”

How long does the tour last?
The tour lasts approximately 2 to 3 hours, covering 4-5 km of walking through different neighborhoods.
What is the price per person?
It costs about $51.96, offering good value for a private tour focused on personalized experiences.
What’s the meeting point?
The tour begins at Yonge Street & Dundas Square, but the exact spot may shift based on your preferences or hotel location.
Is this tour suitable for all ages?
Yes, the reviews mention groups with members aged from 16 to 68, but expect a fair amount of walking.
Are tickets to landmarks included?
No, tickets for landmarks like the CN Tower are not included. The tour is about exploring neighborhoods and street art.
Can I customize the tour?
Absolutely, Shane offers customization based on your interests and pace.
What should I wear?
Comfortable shoes are essential as there’s quite a bit of walking involved.
Is food or drinks included?
No, food and drinks are not included, but Shane will suggest good spots along the route.
What if the weather is bad?
The tour doesn’t operate during severe weather or extreme temperatures. Refunds or rescheduling are available if canceled due to weather.