If you’re considering a visit to Montreal and want to get an authentic feel of its historic heart, a private walking tour with Ruby Roy might just be the way to go. While we haven’t been on this tour ourselves, the glowing reviews and detailed descriptions make it clear that it’s a compelling option for those wanting a personalized, insightful introduction to Old Montreal.
What we love about this experience? First, it’s completely customizable, so whether you’re a history buff, foodie, or architecture lover, the guide tailor-fits the journey to your interests. Second, the deep local knowledge and engaging storytelling turn what could be a simple walk into a memorable experience.
However, one thing to keep in mind is that this tour is primarily walking-based and lasts around three hours. So, if you’re not comfortable on your feet or have limited mobility, it’s worth discussing adjustments in advance. Also, because it’s a private tour, the cost might seem higher than group options, but it’s justified by the personalized experience and expert guidance.
This tour really suits travelers wanting a flexible, intimate look at Old Montreal, especially those who appreciate storytelling, architecture, and local culture all in one go. Families, couples, or solo explorers looking for a thoughtfully curated experience will find plenty to love here.
Key Points

- Private and customizable, allowing you to focus on the interests that matter most to you
- Led by a licensed expert guide with extensive knowledge about Montreal’s history, art, and architecture
- Includes hotel pickup for convenience, making the start hassle-free
- Optional visit to Notre Dame Basilica adds a chance to explore an iconic Montreal landmark
- Rain or shine, snow or cold, the tour operates year-round, ensuring no missed opportunities
- All fees and taxes included, with no surprise costs at booking
A Closer Look at What This Tour Offers

When it comes to wandering through Old Montreal, there’s a lot to see—from centuries-old stone buildings to lively cafes and intriguing street characters. This private tour with Ruby Roy packs all that into a manageable three hours, but it’s not just about ticking off sights. It’s about understanding the stories behind these historic streets, the architecture, and the people who have shaped the neighborhood.
The tour is entirely flexible, so if you’re into art, food, history, or simply want to see the most photogenic spots, your guide will adapt the route accordingly. The fact that it’s private means you won’t be hurried or distracted by strangers, and your guide’s extensive knowledge ensures you’ll get the inside scoop.
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How the Tour Unfolds
The experience kicks off with a pickup from your hotel in Montreal, which is a real perk, especially after a long travel day or if you’re unfamiliar with public transportation. From there, Ruby guides you through the winding streets of Old Montreal, pointing out buildings dating back to the 1600s and explaining how many of them are still in use today.
You’ll see stunning architecture, learn about Montreal’s evolution, and possibly visit some hidden gems that visitors often miss. The guide’s storytelling is lively, filled with humor and fascinating facts, making history feel accessible and fun. As one reviewer noted, Ruby’s presentation kept everyone engaged, even with a large family group that ranged from ages 8 to 15.
Highlights You Might Encounter
- Architectural Marvels: From colonial-era facades to neoclassical designs, you’ll appreciate the craftsmanship and history behind each building.
- Local Life: Since Old Montreal is still home to residents and workers, you’ll get a sense of the neighborhood’s vibrant, living history.
- Photo Stops: Expect plenty of scenic spots perfect for capturing memories, from cobblestone streets to picturesque squares.
- Optional Notre Dame Basilica: If you’re interested, Ruby can take you inside this iconic church, although entrance isn’t included in the base price.
What’s Not Included
While the tour covers a lot, keep in mind that the entrance to Notre Dame Basilica is an extra cost if you want to go inside. Also, since it’s a walking tour, there’s no included food, coffee, or transportation—so plan for that if you’re hungry or need a break. The tour is flexible, though, so you can always ask to stop at a café for a quick coffee or snack.
Who Will Appreciate This Tour
This experience works well for travelers who value personalized attention and want a richer understanding of Montreal’s old town beyond guidebook snippets. It’s especially good for those who enjoy storytelling, architecture, or discovering hidden corners. Families with older children or teenagers will also find it engaging, as the guide’s humor and stories keep everyone interested.
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Why This Tour Stands Out

What really makes this tour special is the expert guidance of Ruby Roy, a licensed guide with extensive local knowledge. According to reviews, Ruby’s presentation style makes history compelling and accessible. One visitor even said, “If you don’t pick Ruby as your guide, you’d be making a mistake,” highlighting how much added value she brings.
The customization aspect offers a more intimate experience than larger group tours, and the flexibility to include a Basilica visit or focus on your areas of interest makes this a truly bespoke outing. The fact that it’s offered rain or shine, snow or cold, means you won’t have to worry about weather ruining your plans.
Cost and Value
At $410 per group (up to 15 people), this tour isn’t cheap, but it’s quite reasonable given the personalized nature and the expertise involved. You’re paying for an intimate experience, tailored to your interests, with all fees and taxes included—no surprise charges. For history buffs, architecture enthusiasts, or those wanting a relaxed, curated introduction to Old Montreal, the value is clear.
Who Should Book This Tour?
If you’re looking for a relaxed, educational, and flexible way to explore Old Montreal, this tour checks all those boxes. It’s particularly suited to travelers who prefer private, customizable experiences over crowded group outings.
It’s great for those who enjoy stories and local insights, and who want to see the neighborhood through the eyes of someone who truly knows it. If you’re interested in visiting Notre Dame Basilica, Ruby’s inside tour is a bonus, giving you a chance to see its stunning interior without the hassle of navigating alone.
However, if you’re on a tight schedule or prefer self-guided exploration, it might be more than you need. Also, if you or your group has mobility issues, it’s worth discussing adjustments beforehand, since the tour is walking-based.
Frequently Asked Questions

Is this tour suitable for children?
Yes, it’s suitable for older children and teenagers who can walk comfortably for a few hours. The guide keeps it engaging with stories and humor, making it appealing to younger audiences.
Can I customize the route?
Absolutely. The tour is described as fully private and customizable, so you can focus on your interests, whether that’s history, art, food, or hidden gems.
Does the tour include entrance to Notre Dame Basilica?
No, the entrance fee is not included. If you’re interested in touring the Basilica’s interior, you’ll need to purchase an additional ticket.
How long is the tour?
It lasts approximately three hours, which is a leisurely pace with opportunities to sit and take in the sights.
Is hotel pickup included?
Yes, pickups are available from within Montreal, making the start of your tour convenient and stress-free.
What if the weather is bad?
The tour operates rain, shine, snow, or cold. It’s designed to go ahead regardless of weather, though some sites might have limited access in bad weather.
Is this tour wheelchair accessible?
Travelers who are wheelchair users should inform Ruby in advance so she can adjust the route accordingly. The guide also can adapt for visually impaired guests.
Enchanting Old Montreal , A private walking tour with Ruby Roy
“We had a family group of 9 adults and 5 minors from 8 to 15. Ruby's presentation kept everyone engaged and interested (okay, the 8-year old may no…”
Wrapping It Up

In all, this private, customized Old Montreal tour led by Ruby Roy sounds like an excellent way to deepen your understanding of this historic neighborhood. The personalized approach, combined with an expert guide’s storytelling, makes it stand out from generic walking tours. It’s particularly well-suited for travelers who value quality over quantity, and who want a tailored experience that feels more like exploring with a knowledgeable friend.
While the price might seem high at first glance, the intimate nature and the depth of knowledge you’ll gain justify the cost. Plus, the flexibility to include special visits like the Notre Dame Basilica makes it a well-rounded choice for those wanting to see the highlights and hidden corners at their own pace.
If you’re after a relaxed, engaging, and educational introduction to Old Montreal—especially if you’re curious about its stories, architecture, and local life—this tour is definitely worth considering.
Note: Always check the current weather forecast and discuss any special requirements with your guide beforehand to ensure the best experience.
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