Insight Advisor

Go behind the scenes in South Eastern Ontario

Experience new things and learn about the activities you already love in South Eastern Ontario with a guided tour. Find a tour to match your interests, and then embark on a cultural outing, that highlights the remarkable history of the region. Goosebump-worthy tours feature the creepier side of the region or relax on a trolley tour that showcases the best of our cities.

Guided Tours at its Best

Creepy Tours
Creepy Tours
Chauffeured Tours
Chauffeured Tours
Historic Tours
Historic Tours

We dare you to take these tours!

With such a rich history in South Eastern Ontario, it’s no wonder that reports of spirits haunt the very places that make this region special. Take a guided tour around local haunts to revel in the intrigue!

Get up close to Brockville’s Criminal Past by hearing the story of Canada’s largest bank heists, the last man hanged in Brockville, and discover details that will make your skin crawl during the Brockville Museum’s historic downtown tour delving into the darker side of the city’s history.

Belleville in Bay of Quinte expertly combined history and intrigue with dramatic storytelling. Shadowicc Ghost Walks offers a two-hour guided tour of downtown Belleville, with an expert paranormal guide that opens the door wide on the skeletons in the city’s closets. This two-hour tour is aimed at people 13-years and older due to content. In addition, a unique horse-drawn haunted tour is offered by The County Carriage Co. in Belleville, with three different tours in the east, west of the city as well as a murder mysteries tours. Hop aboard the 15-passenger tram pulled by a team of horses, and get whisked back in time through the city to each of the haunted locations, with guides sharing scary tales.

Kingston has long been known as harbouring haunts. Step inside the notorious Kingston Penitentiary for an unforgettable tour and a remarkable look inside this historic prison. There is so much history here that visitors can experience two different haunted walks: The Original Haunted Walk of Kingston which takes you to haunted hotels, hidden burial grounds, Kingston’s famous haunted courtyard and more; and the haunted walk experience at Fort Henry. This walk has been documented as it explores this spooky fortress dating back to the 19th century. Learn from your guide about the supernatural encounter, hanging and the secret of Deadman’s Bay. To put a little extra creep-factor in your visit, sign up a special late-night tour here available on select evenings. In the fall, Fort Fright takes over Fort Henry providing maximum scare with grisly prowlings – not for the faint of heart!

Just down the road near Cornwall, Upper Canada Village hosts haunted walks on select days throughout the summer. Be led through the darkened pioneer village, as a guide shares chilling tales about the darker side of Upper Canada’s history. Do ghosts still linger in some of the buildings on site today? You decide!

Step into a cell to experience life behind bars at the Historic SDG Jail. Deep inside this prison are tales of inmate life – and those from the perspective of the guards. Hear about escapes and even a few ghosts on site!

READ ALSO:12 Paranormal Locations In South Eastern Ontario We Dare You To Visit

Let us do the driving

Explore South Eastern Ontario in comfort with a chauffeured guided tour showcasing the area’s premier attractions. Kingston Trolley Tours offers unique Hop On, Hop Off excursions, making numerous stops in historic downtown Kingston and to attractions. Along the way, learn about the history of Canada’s first capital or get your hands on a Kingston K-Pass and combine the trolley tour with Kingston attractions.

Be whisked away on chauffeured wine and craft beer tours throughout the Bay of Quinte and Prince Edward County and leave the driving to a professional so you can enjoy the region’s beverage bounty to the fullest.

With so much natural eye candy in this reason, sightseeing tours are a great way to explore. From boat cruises on the water across South Eastern Ontario to helicopter tours of the 1000 Islands to adventurous paddling tours – the region caters to helping you discover the beauty within this lush landscape.

Blast from the past in South Eastern Ontario

In South Eastern Ontario, history is hands-on. Immerse yourself in heritage experiences that will transport you to times past and see you firing cannons, serving high tea, dipping into an inkwell and even dressing up as a villager or soldier. The past comes to life here – be a part of it!

Heritage experiences await at Upper Canada Village. A window to the past, this entire community in the Cornwall and SDG Counties region is set in the 1860s and is something to marvel over. Learn from costumed interpreters and see how life was lived iin Canada more than 150 years ago at one of the largest living-history sites in Canada.

Brockville is steeped in heritage. Walkthrough history at the recently refurbished Brockville Railway Tunnel. As the first railway tunnel in Canada, it was completed in 1860 and travels under downtown Brockville – even passing under city hall. Fulford Place Museum National Historic Site provides a fascinating historic peek inside the life of the wealthy, while nearby in Maitland take a guided tour of the province’s oldest residence, known as Homewood, dating back to 1799 – even with original furnishings. Or, simply take a personal tour along the Brock Trail downtown to learn more through signage at important sites!

Kingston’s tours go down in history as being informative and intriguing at the same time. From the residence of Canada’s first prime minister at Bellevue House National Historic Site to the awe-inspiring Kingston Pen tours, to the legendary Fort Henry, Kingston is aged to perfection – and ready to showcase its past.

Discover the lavish Glanmore National Historic Site in Belleville in the Bay of Quinte region, built-in 1882 for a wealthy banker. Take a tour to see grand furnishings, hand-painted ceilings, and ornate woodwork and learn about this prominent family and this enduring example of unique architecture.

Witness the 200-year-old millstones grind locally-grown heritage wheat into flour at The Old Stone Mill National Historic Site in Delta. A free tour here reveals milling technology and 1800s industrial heritage dating back to 1810 with interpretive displays, a working waterwheel and much more.

Fort Wellington National Historic Site provides an interactive glimpse into military life in the mid-1800s when the Royal Canadian Rifle Regiment (RCRR) was stationed along the St. Lawrence River. Fire a cannon, dress up as a soldier and learn about the families that lived here, too!

Whether you explore the area with guided historic tours or prefer to wander alone, you’re guaranteed to find something fascinating that will leave you with a deep appreciation of our ancestors and their lives!

READ ALSO: 17 Historic Sites In South Eastern Ontario

Guided Tours Articles

17 Historic Sites In South Eastern Ontario

Travel Through Time What's better than reading about the history of your country? Experiencing it first hand! We’ve gathered the top Historic Sites located in South Eastern Ontario. Prepare to travel back in time and be mind-blown by the rich history of  Ontario. Kingston 1. Fort Henry  Originally built during the war of 1812, Fort Henry was a major asset to the British due to its location at the intersection of the three waterways. Twenty years later a second fort was b...
Read More

An Incredible Edible Afternoon With Kingston Food Tours

Before we get started, I should be completely honest with you. I have lived in Kingston, Ontario for the better part of my life - so, naturally, this particular experience was on familiar territory. After spending a sunny afternoon with Kingston Food Tours, however, I was amazed at just how much I didn’t know about the Limestone City.    (more…)...
Read More

The Mystery And History Of The Kingston Penitentiary

The sky is flawlessly blue and the June sun shines high overhead, but I feel chilled in the limestone passageway of the 138-year-old Kingston Penitentiary. Part of it I know is a logical chill - the rock walls keep out most of the heat. But the other part is an emotional reaction to going behind the walls of the historic jail. I'm holding my breath, but I'm not sure if it's because I'm nervous or excited, and chances are it's a bit of both. This penitentiary has been locked up for 178 years ...
Read More

Supporting our community during COVID-19