If you’re looking for a fresh perspective on Kingston, Ontario, this Hidden Kingston City Walking Tour offers just that — a playful exploration into the city’s lesser-known stories and secrets. This isn’t your typical historical stroll; it’s a lively, amusing, and surprisingly insightful adventure that uncovers Kingston’s hidden side. Whether you’re a first-time visitor or a local eager to see your city through a new lens, this tour promises a good dose of fun.
What makes this experience stand out? First, the guide’s knack for storytelling — blending humor with fascinating facts that keep you engaged. Second, the chance to discover hidden gems and stories behind well-known sites, providing a deeper connection to Kingston’s character. One possible drawback is the price — at $28 per person, it’s a bit more than some might expect for 90 minutes, but many find the stories well worth it. This tour suits curious travelers who appreciate humor, quirky history, and walking tours that go beyond the usual sightseeing.
Key Points

- Unique stories about Kingston’s lesser-known history and amusing incidents
- Knowledgeable guides who make the stories engaging and fun
- Convenient meeting point at the Kingston Visitor Information Centre
- Accessible and flexible booking options, including free cancellation
- Great for small groups wanting an authentic, offbeat experience
- Perfect for first-timers and locals interested in fun, unexpected tales
An Engaging Introduction to Kingston’s Quirky Side

We haven’t personally taken this tour, but based on reviews and descriptions, it’s clear that Hidden Kingston City Walking Tours offers a playful, offbeat glimpse into the city’s lesser-known stories. What sets this tour apart from standard sightseeing options is its focus on bizarre, humorous, and surprising tales that even locals might not know. It’s a chance to see Kingston through a more playful lens, with stories that stick in your mind long after the tour ends.
Two aspects stand out immediately. First, the interactive storytelling from guides who are not only knowledgeable but also genuinely personable, making the experience warm and inviting. Second, the unusual stories — from dueling doctors to sea serpents — add a layer of intrigue that makes Kingston feel like a city full of secrets waiting to be uncovered.
The one thing to keep in mind? The ticket price is somewhat higher than a typical 90-minute walk, but many reviewers feel the stories and guide’s charm justify the expense. Perfect for those who enjoy quirky history, this tour appeals most to travelers who want a break from the conventional and are eager to hear fun, lesser-known tales that bring Kingston’s personality to life.
You can also read our reviews of more walking tours in Kingston Ontario
What You Can Expect on This Tour

This walking tour lasts approximately 1.5 hours, covering a handful of surprising stories and hidden sites. It begins and ends conveniently at the Kingston Visitor Information Centre, making it easy to include in a day’s plans.
Your guide will take you through the city, pointing out historic buildings and prestigious sites, all while sharing stories of tricksy tenants, costly mistakes, musical mischief, and even sea serpents. Each tale is crafted to entertain as well as inform, avoiding dull dates and focusing on the humorous and bizarre side of Kingston.
You’ll likely hear about Kingston’s first capital missteps—a real “oops” that could have changed history—and tales of local miscreants and clever tricksters who made their mark. As the guide shares these stories, you’ll find yourself stopping for photos of historic buildings, picturesque streets, and quirky landmarks.
The tour is designed to be interactive; expect a lively experience that encourages questions and laughter. Since the tour is wheelchair accessible, it accommodates most visitors, and the small group setting ensures a friendly, intimate atmosphere.
Break Down of the Itinerary

While specific stops aren’t detailed, the overall flow is clear: it’s a one-and-a-half-hour jaunt through Kingston’s hidden corners. The guide’s storytelling will weave together different sites, each with its own peculiar tale.
Expect to start at the Kingston Visitor Information Centre, where your guide will wear a blue nametag lanyard — easy to spot. From there, you’ll venture into the city’s streets, stopping at sites that are not only historic but also infused with stories of mischief and mayhem. Some highlights include:
- Accounts of tricky tenants who outwitted landlords
- Tales of early city blunders that cost more than they should have
- Stories of musical mischief, possibly involving local musicians or events
- The legend of a sea serpent, adding a playful marine mystery to Kingston’s storybook
Since the tour is only 90 minutes, the pacing is brisk but relaxed, giving enough time to enjoy each story without feeling rushed. The focus on hidden gems and stories behind famous locations makes each stop memorable and meaningful.
What the Reviews Say
Two reviews provide valuable insight. Evelyne from Canada praised guide India for being “sympathetic and super knowledgeable”, emphasizing that even locals learn something new. She noted the tour’s novelty, stating, “it’s a fairly new tour, hence the few reviews so far, but we highly recommend booking it.” The only downside she mentioned was the slightly higher price, but her overall impression was very positive.
Keith, also from Canada, highlighted the tour’s “information that is not normally on a city tour” and appreciated the knowledgeable and personable guide. His comment about the inclusion of historical and architectural points of interest suggests that the tour offers a nice balance of fun stories and genuine historical context.
These reviews reinforce that, despite its quirky focus, the tour is rooted in real history and presented with enthusiasm — a major plus for those who prefer a mix of humor and substance.
More Great Tours NearbyExamining Value for Money

At $28 per person, this tour is priced slightly higher than many 90-minute city walks. However, considering the personalized storytelling and the inclusion of hidden stories not found in typical guidebooks, many find it a worthwhile expense. The small-group format and the flexibility offered by free cancellation also add to its appeal.
For travelers eager to explore the unusual side of Kingston, this tour offers a memorable experience that balances entertainment with educational value. It’s especially good if you want more than just sightseeing; you want stories, laughs, and a sense of the city’s playful spirit.
You can also read our reviews of more city tours in Kingston Ontario
Who Will Love This Tour?

This experience is perfect for history buffs with a sense of humor, families with children (who enjoy lively stories), and anyone curious about Kingston’s less-polished, more entertaining side. It also suits those who prefer walking and exploring on foot, as the entire tour is a walk through the city streets.
If you’re visiting Kingston for the first time and want an authentic, fun introduction, or if you’re a local looking for a different perspective on your city, this tour will hit the spot. Just keep in mind that it takes place rain or shine, so dress accordingly.
Final Thoughts

Hidden Kingston City Walking Tours offers a lively, humorous peek into the city’s forgotten and amusing tales. It’s a perfect way to add some personality to your visit, especially if you appreciate stories that are a bit quirky and unexpected. The guides’ storytelling skills, combined with Kingston’s scenic streets and historic sites, make this a memorable outing.
While the price may seem a little steep for some, the quality of stories and the authentic experience they provide make it a solid value for those seeking a fun and informative twist on Kingston’s history. It’s an ideal choice for travelers who want to see the city beyond its usual sights and enjoy a good laugh along the way.
In summary, if you’re after an entertaining, offbeat way to explore Kingston, this tour is an excellent pick. It’s small, personal, and filled with stories you won’t find in any guidebook — just real, amusing tales that make Kingston feel alive and full of surprises.
FAQ

Is this tour suitable for wheelchair users? Yes, the tour is wheelchair accessible, making it inclusive for most visitors.
What should I wear? Since the tour takes place rain or shine, dress for the weather — comfortable shoes and an umbrella if needed.
How long does the tour last? Expect about 1.5 hours, which is perfect for a relaxed but engaging exploration.
Where do I meet the guide? Meet at the Kingston Visitor Information Centre, 209 Ontario Street, and look for a guide wearing a blue nametag lanyard.
Can I cancel my booking? Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility if your plans change.
Is it suitable for kids? While not specifically mentioned, the lively, humorous stories are generally family-friendly, but young children might need some convincing to walk for 90 minutes.
To sum it up, Hidden Kingston City Walking Tours offers a lively, humorous, and authentic way to discover Kingston’s lesser-known stories. It’s perfect for those who enjoy storytelling, history, and a good laugh, providing a fresh perspective on a city rich with quirky tales. If you’re after a memorable, personalized experience that reveals Kingston’s hidden character, this tour might just be your best bet.
You can check availability for your dates here:More Walking Tours in Kingston Ontario
More Tours in Kingston Ontario
More Tour Reviews in Kingston Ontario
Not for you? Here's more nearby things to do in Kingston Ontario we have reviewed
- Kingston: Trolley City Tour
- Kingston: Waterfront Shipwreck Cruise with Guide
- Kingston: Ghosts and Mysteries Trolley Tour
- Kingston: Sunset Dinner Cruise
- Best Tours In Kingston Ontario
- From Montreal: Kingston City Day Trip & 1000 Island Cruise
- Kingston: Haunted Night Walking Tour
- Kingston: Self-Guided Scavenger Hunt Walking Tour
