Imagine strolling through cobblestone streets lined with centuries-old buildings, hearing stories from a passionate local guide, and discovering hidden gems most travelers miss. For those seeking a personalized introduction to Montreal’s historic heart, this private tour with Ruby Roy offers a memorable journey through one of Canada’s most charming neighborhoods. Priced at $410 for up to 15 people, the 3-hour experience is a flexible way to unlock the secrets and stories of Old Montreal, with the option to include a visit inside the Notre Dame Basilica.
What we love about this tour is how it combines expert local knowledge with a flexible, customized approach—perfect for travelers who want to go beyond the usual guidebook highlights. Ruby’s engaging storytelling and humor bring history to life, making the experience lively and approachable. Another standout feature is the opportunity to tailor the tour to your interests, whether that’s art, food, architecture, or local characters.
However, a potential consideration is the price—$410 might seem steep for some, but it allows for a private, intimate exploration with a licensed guide who can adapt the tour to your pace and preferences. This tour suits visitors craving an authentic, in-depth look at Montreal’s oldest district—ideal for history buffs, first-timers, or groups who want a guided experience that’s both informative and fun.
Key Points

- Private, customizable experience tailored to your interests.
- Expert guide with extensive knowledge of Old Montreal’s history, architecture, and local life.
- Flexible visit options, including Notre Dame Basilica entrance if desired.
- Convenient hotel pickup for a hassle-free start.
- Engaging storytelling with humor and personal insights.
- Rain or shine (or snow)—the tour adjusts to weather conditions.
Exploring Old Montreal with Ruby Roy

When you book this private walking tour, you’re not just getting a casual stroll—you’re engaging with a passionate local who knows how to tell stories that make history come alive. The fact that the tour lasts around three hours allows enough time to see the neighborhood’s main sights and hidden corners, without feeling rushed. Plus, it’s designed to be flexible, so if there’s a particular aspect of Montreal’s past or present you’re curious about, Ruby can highlight that.
Starting from your hotel pickup, your guide will lead you through the maze of streets, pointing out historic buildings dating from the 1600s through the early 1900s. Many of these structures are still used for their original purposes, giving you a real sense of continuity. The charm of Old Montreal lies in its mix of well-preserved architecture and lively street life—and Ruby’s stories bring both to life.
Prefer personalized experiences? Here are other private options we've covered in Montreal
The Architectural Highlights
Walking through Old Montreal, you’ll admire buildings with intricate facades, wrought-iron balconies, and centuries-old stones. Ruby will tell you about how these buildings have been preserved or adapted over time, often with fascinating anecdotes about the original inhabitants or businesses. The tour emphasizes the neighborhood’s authentic charm, which remains remarkably intact despite modern developments.
Hidden Gems and Local Faces
One of the most praised aspects, based on reviews, is how Ruby reveals hidden spots travelers often overlook. These could be quiet courtyards, cozy cafes, or overlooked plaques detailing the neighborhood’s past. As one reviewer noted, “Ruby’s presentation kept everyone engaged and interested,” including a family group with kids of various ages. Her humor and storytelling skills make history accessible, even for younger travelers.
The Notre Dame Basilica Option
For those interested in architecture and religious art, the option to visit Notre Dame Basilica is a highlight. While entrance fees aren’t included, Ruby can guide you through the stunning interior if you choose to enter. The basilica’s stained glass windows and ornate altar are worth seeing, and Ruby’s commentary adds context you might miss on your own.
What to Expect on the Tour

This is a completely private, tailor-made experience. Ruby will meet you at your hotel or a designated spot in Montreal, making for a stress-free start. As you walk, expect engaging stories, humorous asides, and opportunities to ask questions. The pace is leisurely, allowing time to sit and soak in the atmosphere, and stops can be added if you wish.
While the core tour covers the entire neighborhood, if you’re particularly interested in local lifestyle, art, or food, just ask. The tour can include stops at notable landmarks, lesser-known corners, or even a quick coffee break if you wish. Since it’s designed to be bespoke, the experience adapts to your interests.
If you're drawn to exploring Montreal on foot, we've looked into these other walking experiences
Accessibility and Comfort
Ruby’s team emphasizes inclusivity, and she can adjust routes for travelers in wheelchairs or with visual impairments. The tour operates rain, shine, snow, or cold, so come prepared with suitable clothing. Given the walking nature of the tour, a moderate level of physical fitness is recommended, but it’s flexible to accommodate different needs.
Authentic Stories and Local Insights

One of the warmest compliments from past travelers is how Ruby’s storytelling keeps everyone engaged. As one reviewer said, “If you have a half-day to see Old Montreal, and you don’t pick Ruby as your guide, you’d be making a mistake.” Her knowledge isn’t just about dates and facts but about connecting the past to the present, revealing how Montrealers live and work amidst this historic setting.
Why this Tour is Worth the Cost
While $410 may seem like a substantial investment, it reflects the exclusivity and personalized nature of the experience. For groups up to 15, the cost breaks down to a reasonable rate per person for a dedicated, expert-led tour that you can’t replicate on your own. The value lies in the depth of insight and the flexibility to explore what truly interests you.
The Sum Up

If you’re seeking a personalized, enriching way to discover Old Montreal, this private tour with Ruby Roy offers a well-balanced mix of history, architecture, and local flavor. It’s especially suited for travelers who value expert guidance, tailored experiences, and authentic storytelling over generic group tours. Families, history enthusiasts, or anyone wanting an inside look at Montreal’s oldest neighborhood will find this tour especially rewarding.
The flexibility to include the Notre Dame Basilica, combined with Ruby’s engaging approach, makes this experience stand out. It’s also a fantastic complement to any food or neighborhood tour you might add later. Although the price is higher than some group options, the quality and personal attention make it a worthwhile investment for a memorable introduction to Old Montreal.
FAQ

Is this tour suitable for all ages?
Yes, it’s designed as a private, flexible experience, and reviews mention engaging storytelling that can appeal to families with children as well as adults.
Can I visit the Notre Dame Basilica during the tour?
You can choose to include a visit to Notre Dame Basilica, with Ruby guiding you inside if you wish. Entrance fees are not included.
How long does the tour last?
The tour lasts approximately 3 hours, allowing ample time to see highlights and explore at a relaxed pace.
Is hotel pickup available?
Yes, pickup from within Montreal is included, making for a hassle-free start.
What happens in bad weather?
The tour operates rain, shine, snow, or cold. The route is adjusted if needed, so dress appropriately.
Can the tour accommodate special needs?
Yes, Ruby can adjust routes for travelers in wheelchairs or with visual impairments. Just let her know in advance.
What is the group size?
Up to 15 people, ensuring an intimate and personalized experience.
How much does the tour cost?
$410 for the entire group, making it a good value for a private, expert-led experience.
In essence, this private tour with Ruby Roy offers an insightful, flexible, and engaging way to experience Old Montreal. Whether you’re a history buff, a first-time visitor, or someone wanting to see the neighborhood through a local lens, it’s a rewarding way to spend a few hours exploring one of Canada’s most picturesque districts.
More Walking Tours in Montreal
More Tours in Montreal
More Tour Reviews in Montreal
More Montreal experiences we've covered
- Montreal Audio Tour Adventure
- Tour Off Montreal
- Self Guided Montreal Local Fashion Shopping Tour
- Private day tour to wildlife Parc Omega and Montebello lodge from Montreal
- Ultimate Interactive Gaming Experience in Montreal
- Bike / E-bike Tour : Downtown, Old Montreal, Waterfront by Fitz
- Private Professional Photoshoot in Montreal
- Old Montreal at Twilight Walking Tour Semi-Private
- Montreal Afternoon Tea Tour
- Colonial Secrets of Old Montreal Walking Tour
- Montreal Private Transfer to Montreal Airport YUL in Luxury Van
- 3 Hour Montreal City Bike Tour with Wine or Beer (AM & PM)
