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Tips for Exploring a Different Side of Toronto

View down Trinity Street in the Distillery District, Toronto, Ontario, Canada
View down Trinity Street in the Distillery District, Toronto, Ontario, Canada | © Ian Dagnall / Alamy Stock Photo
There’s no denying that Toronto is a popular destination, but that doesn’t mean you have to follow the same footpath as every other visitor. Make your trip unique with these handpicked experiences that will help you discover a different side to the city.

Toronto is a sprawling city with enough to do to fill up several weeks of vacation time, but whether you’re here for a weekend or live in town, there’s no denying the glamour and excitement of the road less traveled. Discover a side of the city often overlooked by tourists with these top tips. You might end up spending your evenings with sharks after dark, sipping on the perfect pinot on a luxurious wine tour or biking around town.

ActivitiesWine Tasting with CMS Sommelier in Toronto - Shared Small Group
From $71 per person
2 hours
5 (1)
This time we bring the vineyard to you! Skip the trip into wine country and taste local wine in Downtown Toronto.Immerse yourself in a full-sensory wine tasting experience in the cellar of a hip local wine bar on Dundas West. You’ll taste wine alongside a spread of Canadian cheese + house-cured charcuterie. You don’t see that every day.Our team is comprised of local sommeliers who have spent years studying the history of wine, blind-tasting, and obsessing over the nuances of viticulture. You’ll benefit from years of hard work as we pass on this knowledge in a fun, relaxed way.Learn how to taste like a professional, using a grid that will help you identify notable aspects of wine. We’ll discuss the grapes that thrive in Ontario and taste some of our most iconic varietals.It’s a 5-part tutored tasting that’ll have you thinking about wine in a new way, and feeling luxurious.
ToursLuxury Wine Tours to Niagara On The Lake
From $155 per person
8 hours
The VIP Wine Tour to Niagara includes return transportation to Toronto in luxury vehicle, guide/chauffeur, visits to four award-winning premium wineries with a visit to Peller Estates for the Greatest Wine Tour – the only tour of its kind in Canada – that includes sampling ice wines in the winery’s ice lounge.The ice lounge is a room completely made out of ice with an ice bar for guests to sample Peller ice wines. The tour also includes samples of regular and seasonal wines at Peller, flights of wine at three other award-winning Niagara On The Lake wineries and a three-course lunch at a local favorite restaurant featuring fresh Mediterranean cuisine.A minimum of two guests are required for each booking. Private tours are also available upon request.
ToursUltimate Toronto Tour
From $203 per person
6 hours
5 (154)
This fun-filled, small-group Toronto day tour highlights the must-see attractions and sites in the city. On this tour your guide will bring you to the CN Tower, Casa Loma, St. Lawrence Market and on a Toronto Harbour Cruise ride.

They will also take you on a narrated driving tour of the city to check out notable sites including: Dundas Square, Nathan Phillips Square and Queen’s Park.
ToursNight on Toronto Tour
From $94 per person
3 hours 30 minutes
5 (3)
An unforgettable night out on the town lies ahead with the Epic Toronto Night Tour. The evening starts with a guided tour through the streets and passes famous landmarks from the Distillery District and Riverdale Park to Toronto’s “Times Square”, and ends with you stopping to take in a dazzling view of the entire city from the top of the CN Tower that is certain to leave you speechless.4-hour tour with our experienced, knowledgeable tour guideAdmission to the observation deck atop the CN Tower where you can watch the city sparkleFully guided tour through the streets of Toronto where you will see the hottest downtown areas and popular entertainment districtGetting a nighttime look at popular area attractions such as the illuminated Toronto sign, Yonge-Dundas square, and the Distillery District.Small tour-group setting that makes you feel like you are on a private tourUse of our complimentary shuttle for pick up or drop off at your downtown hotel or other downtown area location
Tours30-Minute Distillery District Segway Tour in Toronto
From $33 per person
30 minutes
5 (34)
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.
ToursToronto Islands Evening Bike Tour
From $72 per person
3 hours 30 minutes
4.5 (9)
Explore Toronto by twilight on this fun and easy after-dinner cycle tour. Discover the beauty of Toronto's harbor at dusk, and cycle around the beautiful Toronto Islands. Watch Toronto’s city skyline light up and see landmarks including the Gibraltar Point Lighthouse and the Royal Canadian Yacht Club. Gain fascinating insights into the islands’ history and community, and spend an evening on the town in Toronto with a difference on this small-group cycling tour!

This small-group tour is limited to 12 people, ensuring a more personalized experience.
ActivitiesBikes, Bites & Toronto's Gems!
From $63 per person
4 hours
While other bike tours focus on Toronto's main attractions, this tour goes off the beaten path to display Toronto's many forgotten charming neighbourhoods and local haunts.

To push the envelope further, this is the only bike tour that offers guests a glimpse into Toronto with a food element. On tour there are a few stops at local vendors where snacks will be given to add another dimension to the tour.