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Toronto's Urban Whiskey Trail Tour

$149.00
Where: Toronto, Ontario
Price for: 1 Participant
Age restriction: Minimum age for participation - 19 years
Whether you are a whiskey novice or a malt master, you’re sure to learn something new as you indulge in a night of pairing Canadian whiskeys with great food. Get ready to sip your way along Toronto’s Urban Whiskey Trail, the most sophisticated bar crawl ever.
Discover the secrets of Canadian whiskey.

The evening starts with a flight of whiskies and shareable appetizers at a place that bills itself as “Canada’s Whiskey Bar”. Next stop is the hotel that whiskey built, at an iconic Toronto landmark, for their signature whiskey cocktail. The tour continues with a quick trip through Toronto’s original red light district, a visit to a defunct leather manufacturer that has been transformed into a bar and a visit to Toronto’s first bank.

No whiskey experience would be complete without mixing in a bit of drink history and tales of prohibition-era Toronto. Your guide will share entertaining stories of Toronto’s colourful past and its links to the Rum Runners and Gangsters of the Prohibition era. 

You’ll see where Toronto’s most powerful family and owners of the largest distillery in the world helped mould Toronto into the city we know today. The tour passes through the old bordello district to learn about the “Clown Riots”. You’ll stop at a popular whiskey lounge where you’ll step inside and discover the secrets of a wooden whiskey tunnel.  

The night ends on a sweet note with a whiskey and chocolate pairing. Get ready to feel well-fed and happily hydrated.  

Tour highlights:

  • You’ll get to know terms like Pot Still and Coffey Still, barley types and find out exactly what is the “Angels Share”.
  • Taste a chocolate & whiskey pairing.
  • Enjoy a cocktail and bite to eat at Toronto’s most photographed building.
  • Hear stories of Toronto Prohibition era and its ties to run runners, gangsters and America’s powerful Kennedy family.
  • Step inside a “Wooden Whiskey Tunnel” and learn its secrets.

What’s included:

  • All preselected food & drink including 5 whiskeys and 3 cocktails at 4 different watering holes.
  • Small group walking tour with a local food and drink expert.
  • Restaurant tax & gratuities.

Duration: 4 hours

When: Available year-round Thursdays at 6pm

Need to know:

  • Minimum age is 19 years.  Proof of age may be required, please bring government issued photo ID.
  • The tour provider reserves the right to refuse service to anyone who has accidentally had one too many.  No refunds will be issued.
  • Vegetarian options available on request.
  • Vegan & Gluten free options may be available. Please inquire when you reserve your tour time.
  • Please advise of food allergies or dietary restrictions when you reserve your tour time.
  • Tours run in all weather conditions. Please dress accordingly. A moderate amount of walking is involved, please wear comfortable footwear.


Whether you are looking for a unique experience gift for someone with a passion for the ‘water of life’ or for fun things to do in Toronto, the Urban Whiskey Trail Tour an unforgettable tour for locals and visitors alike!

The Toronto Urban Wiskey Trail Tour takes place at Toronto, Ontario. VIEW MAP


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