Things to do in Toronto, Canada: The Best Historical & Heritage Tours

September 14, 2021 Myesha Cogley

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theater, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.
Restaurants in Toronto

1. Toronto Islands Morning Bike Tour: Fall and Winter Edition

275 Dundas St W, Toronto, ON, Canada Toronto Bicycle Tours
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5.0 based on 10 reviews

Enjoy a 3.5-hour morning bicycle tour across the beautiful Toronto Islands. Explore the largest car-free community in North America, and enjoy incredible views of Toronto's majestic skyline. Along the way, get to know this unique Toronto neighborhood through sights and stories. The Islands are a popular destination during the spring and summer months, but are largely forgotten by locals and visitors during the fall and winter – a great time to experience the serenity of the Islands in a way that very few locals do! Don’t believe the rumours. During winter Toronto is anything but the North Pole. In fact, the average day-time temperature is  -4.6°C (40°F) and paths and roadways are usually snow-free and dry.  Winter cycling ponchos, gloves and hand warmers are provided. It means wintertime is a wonderful time to take our Islands Bike Tour.

Inclusions: Bottled water, Local guide, Use of bicycle, Use of helmet, Snacks

Exclusions: Gratuities

Reviewed By Expedition681025

In depth tour of Toronto's neighbourhood, highlighting how diverse and interesting it is by bike taking side and main streets

2. Downtown Toronto Bike Tour: Winter Edition

Toronto Bicycle Tours, 275 Dundas St W, Toronto, ON M5T 2W5, Canada Toronto Bicycle Tours
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5.0 based on 4 reviews

Hop on a bike and follow your local guide through downtown Toronto! Discover popular attractions such as Chinatown, Kensington Market, the Hockey Hall of Fame and City Hall, as well as scenic out-of-the-way spots. Hear stories about Toronto’s culture and history and sample some food at markets along the way. This easy, fun 3.5-hour ride is suitable for all riders, so you can bring the whole family along. This small-group tour is limited to 12 people, ensuring a more personalized experience. The average winter temperature in Toronto is -4.6°C (40°F). There’s usually no snow on the ground either.  Cycling poncho, winter gloves and handwarmers are provided. In other words, most winter days conditions are great for heading out on our Heart of Downtown Bike Tour.

Inclusions: Local guide, Use of bicycle and helmet, winter cycling poncho, gloves and handwarmers, Granola bars, Water

Exclusions: Hotel pickup and drop-off, Gratuities, Food and drinks, unless specified

Reviewed By Expedition681025

In depth tour of Toronto's neighbourhood, highlighting how diverse and interesting it is by bike taking side and main streets

3. A walking tour of PATH - Toronto's underground city

Union Station, Toronto, ON M5J 1E6, Canada Buzz Tours
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5.0 based on 2 reviews

Toronto is one of the only city's where you can have a walking tour of the city without stepping outside. Join the PATH tour, Toronto's best winter walking tour.  See the main sites of the city, while traveling 5 metres  (20 feet) below ground.  This 2 hour tour gets you from site to site by utilizing Toronto's 32km / 24 mile underground city called the PATH.   The PATH tour is the best tour when it's: • Too Hot, Too Cold, Too Snowy, Too Rainy. Take a few steps below ground and experience a different type of walking tour.

Inclusions: GST (Goods and Services Tax)

Exclusions: Hotel pickup and drop-off, Gratuities

Reviewed By GDK2104

We have lived in the Toronto area for 40 years and we learned so much about the city that we did not know. Dave was so informative, friendly and accommodating which made the tour experience so great. We highly recommend this tour to locals and visitors. Thanks so much Dave!!!

4. Food Tour, Toronto Chinatown with A Food Writer/Chef

610 Bay St, Toronto, ON M5G 1M5, Canada Explore Chinatown Food Walk & Feast
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5.0 based on 5 reviews

Let Us Feast Together! Insider Food + History Tour + Foodie Tour + Walking Tour + more food with a Local Food Writer/Tea Sommelier/Chef Insider We will walk historical Chinatown & explore the sights and sounds enroute to eat traditional barbecue, bone broth, steamed buns, hand pulled noodles, meat prepared with spices,seafood, desserts.... I am a chef, food lover & tea sommelier who grew up in Toronto's original Chinatown in my Chinese grandfather's rooming house, where we ate from-farm-to-table, including raising live chickens in the basement. I am a world traveler- from Afghanistan to the Yucatan- using inspirations from my Canadian-Chinese roots, I fuse the flavors of both East and West in my culinary adventures. I have been featured at supper clubs & chef talks.I have written a series of e-cookbooks and a magazine celebrating tea and culinary foods. Be Hungry!

Inclusions: Local & Authentic due to covid switch from family style to individual plates types of savory & sweet foods, b-b-que meats,Lamian- hand pulled noodles, desserts mochi, creamy egg tarts, red bean.

Exclusions: Alcoholic beverages, soft drinks

5. Toronto Bike Tour: The Essentials

Fitz Toronto Bike Tours, Located at Bateman's, Bicycle Top Shop, 960 Bathurst St, Toronto, ON M5R 3G5, Canada Fitz Toronto Bike Tours
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5.0 based on 8 reviews

This bike tour shows you both essential sights and hidden gems of Toronto, and the whole experience feels like you are on a casual ride with a local friend that loves telling stories. We even keep the groups sizes small for a more intimate, personalized experience. This intro tour covers awesome must-see spots - we ride along the Lake Ontario waterfront, past the CN Tower, through the University of Toronto, and down Graffiti Alley, home to almost a mile of murals and artworks where you'll want to snap lots of photos. We'll also visit Kensington Market, a bustling neighbourhood of ethnic food and vintage clothes shops! Everyone has been loving our Norco Scene bikes - they are super comfortable and so much fun to ride! A refreshing drink will be offered. If you've never taken a bike tour before, you are more than welcome. We stop every 10-15 min or so to hear local stories & info, check out public art, or snap photos. Join us to learn all about Toronto's multicultural success story!

Inclusions: We stop for one of the following: craft beer, coffee, or a cold drink!, Bicycle - We use very comfortable, high-quality Norco Scene bikes, Helmet (recommended but not required by law), Basket - front or rear basket for your belongings

Exclusions: Please bring your own re-fillable bottle of water, Gratuities

Reviewed By 451philippeh

If it's your first time or your tenth time in Toronto you have to treat yourself and try a tour. Me and my wife did the hidden gems and I can't thank our guide Nathan and the owner Shea enough form the experience. Don't miss out on a unique way to get to know the city. Totally worth the investment! - confortable rides; - safety's always first; - great views of the city (photo ops); - lots of historical and architectural information; - and a treat towards the end (local beer, coffee or ice cream). What can you want more?

6. Toronto Bike Tour: Hoods & Hidden Gems

Fitz Toronto Bike Tours, Located at Bateman's, Bicycle Top Shop, 960 Bathurst St, Toronto, ON M5R 3G5, Canada Fitz Toronto Bike Tours
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5.0 based on 4 reviews

This bike ride is best for those looking to explore beyond Toronto's downtown core and deeper into its hip multicultural neighbourhoods. We've designed it to feel like a casual ride with a local friend and to make you fall in love with the waterfront and neighbourhoods of the city. You will get a feel for the local lifestyle of Toronto's west side and discover why it is such a livable city. See lots street art, park after park, and unique homes & apartments while riding the quiet streets and lanes of The Annex, Little Portugal, and Little Italy. You will visit Ontario Place, a former theme park now open to the public with retro architecture, small beaches and beautiful views of Downtown and the CN Tower! After the waterfront visit the hip areas of Liberty Village, Queen West, Ossington Ave, and take a break for a refreshment at a bike cafe or a craft brewery! We stop every 10-15 min or so to hear local stories & info, check out public art, or snap photos. See more in less time!

Inclusions: We stop for one of the following: craft beer, coffee, or a cold drink!, Bicycle - We use very comfortable, high-quality Norco Scene bikes, Helmet (recommended but not required by law), Basket - front or rear basket for your belongings

Exclusions: Please bring your own re-fillable bottle of water, Gratuities

Reviewed By 451philippeh

If it's your first time or your tenth time in Toronto you have to treat yourself and try a tour. Me and my wife did the hidden gems and I can't thank our guide Nathan and the owner Shea enough form the experience. Don't miss out on a unique way to get to know the city. Totally worth the investment! - confortable rides; - safety's always first; - great views of the city (photo ops); - lots of historical and architectural information; - and a treat towards the end (local beer, coffee or ice cream). What can you want more?

7. 30-Minute Distillery District Segway Tour in Toronto

30 Gristmill Lane, Toronto, ON M5A 3C4, Canada Go Tours Canada
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4.9 based on 97 reviews

This tour is 100% outdoors, making it an excellent activity for you and your bubble. We started offering our 30 minute Spin in 2005 and it has been a crowd favourite since then. Once you pass our training session, one of our charming guides will lead you around the gorgeous Distillery District at a breezy 10 km/h. Along the way they’ll tell you some of the best stories we’ve got about the 14 acre neighbourhood. Perfect and recommended for beginners, you won't believe how fun and easy the machine is to ride. If you want a great introduction to the Distillery District and the Segway, this is the tour for you.

Inclusions: 30-minute Segway tour, Training session, All necessary equipment, including helmet

Exclusions: Gratuities

Reviewed By thesusanliu

the best place to purchase segway scooter ever! not only providing different kinds of tour, but providing the most helpful service on the planet! 100% recommend! give them five stars!

8. Toronto Distillery District Walking Tour

30 Gristmill Lane, Toronto, ON M5A 3C4, Canada Go Tours Canada
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4.8 based on 141 reviews

This tour has the option to be 100% outdoors, making it an excellent activity for you and your bubble. Called "One of Toronto's Top 10 Walking Tours" by BlogTO, join us year-round for the story of the Gooderham and Worts Distillery's rise to fame and transformation into the modern Distillery District. You'll love our expert guides interpretation of a drunk city, business intrigue and how Gooderham and Worts became the world's largest distillery. Along the way we'll show you some of the best secret Distillery District spots and photo locations. Note: Your tour guide can follow a fully accessible route upon request.

Inclusions: Professional guide, Local taxes

Exclusions: Gratuities

Reviewed By thesusanliu

the best place to purchase segway scooter ever! not only providing different kinds of tour, but providing the most helpful service on the planet! 100% recommend! give them five stars!

9. Toronto Haunted Walk Experience at Black Creek Pioneer Village

1000 Murray Ross Pkwy, North York, ON M3J 2P3, Canada Haunted Walk of Toronto
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4.8 based on 118 reviews

Are you brave enough to explore a pioneer village after dark? Experience the haunted-side of Black Creek Pioneer Village on this 75-minute ghost tour!  The Haunted Walk Experience at Black Creek Pioneer Village is led by the best of local storytellers, dramatists and amateur historians. They share some of the most hair-raising and spine-chilling real-life ghost stories from the village and surrounding area as they lead you by lantern light through the old buildings. Are you afraid of the dark? You will be.

Inclusions: All taxes, fees and handling charges, Professional guide

Exclusions: Gratuities, Transportation to/from attractions, Parking Fees

Reviewed By F4356ITmargaretl

Enjoyed a walk around the Distillery District Friday Nov 6, 2020. Sarah was a most enjoyable host and storyteller! Hearing some of the tales of hauntings in some of the historic buildings was a little freaky but so well done.

10. 50-Minute Distillery District Segway Tour

30 Gristmill Lane, Toronto, ON M5A 3C4, Canada Go Tours Canada
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4.8 based on 57 reviews

This tour is 100% outdoors, making it an excellent activity for you and your bubble. Try our full Distillery District Segway Tour and enjoy historical exploits and more riding time than our Segway Spin - all through one of Toronto's most beautiful neighbourhoods. Once you pass training, ride out with one of our charming and talented guides across 14 acres of beautiful bricks, buildings and fantastic history. Your tour features incredible photo opps, a great story and easy ride around one of Toronto's favourite neighbourhoods. The Distillery Segway Tour is perfect for everyone looking for more history and riding time. Are you an experienced rider? We recommend considering our Ontario Place Waterfront Tour.

Inclusions: 50-Minute Segway Tour, Professional guide, Use of helmet, Segway Training Session

Exclusions: Gratuities

Reviewed By thesusanliu

the best place to purchase segway scooter ever! not only providing different kinds of tour, but providing the most helpful service on the planet! 100% recommend! give them five stars!

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