60-Minute Date Night Tour with Photographer

Experience Toronto in a whole new way...



A seasoned photographer helps you look your best when Toronto does – at dusk – during this dramatic and fun professional photo session.

  • 1-hour evening photo session with professional photographer
  • 50 high-quality digital images from the session
  • 45 customized routes with 3 ending locations.

Availability: Monday through Sunday at 4pm, 6pm & 8pm

Tour Description

Looking for something to do with your significant other? 

  • Have you seen every movie in the theatre? 

  • Lost every argument about who's paying for dinner? 

  • Do the baristas know your order at the local coffee shop? 

We have found the perfect Date Night for you and your significant other and it's easier than you think:

  1. Pick a night during the week that you'd like to go on a stroll of downtown Toronto.
    We have a booking page that allows you to see what dates & times are available. All tours are private, so once they are booked, the times are taken off the available bookings automatically. 

  2. Meet your LiveToronto guide on the front steps of Osgoode Hall (Corner of Queen St and University Ave.) Your guide will be noticeable, as this location is out of the main traffic path and they'll have a camera...easy right?  

  3. Go on a private tour that is easily customizable to your interests. It's almost like a "choose your own adventure" style experience, where we focus on what you'd like to know. If it's history, architecture, music, comedy, sports...we can add a little of everything into your tour. Remember, it's a private experience, so we'll do whatever your little heart desires:) 

  4. End at one of three locations with more ideas about what to do with your next date night. We'll give you insights into future events and experiences, discounts and more! 

  5. Look for an email within 24-hours with 50 fully-edited digital photos from your night out. The photos are full sized, not watermarked and able to be re-edited on request to fit your requirements. 

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How we're different...

How was your CN Tower Photo taken?

Are you both in every photo? 

Seriously...how did you take your CN Tower Photo?

New for 2014 - Custom Ending Location


Toronto's Waterfront is our ending location of choice, however we are always willing to customize our experiences further. 


Please note: Your decision on ending location will allow you to give a general route, however we are still able to further customize on the tour date.


Bloor & University (Royal Ontario Museum/Yorkville)

Photo Backdrop/Landmarks for this ending location could include (but not limited to):

  • Osgoode Hall

  • University Avenue

  • Ontario Provincial Legislature

  • University of Toronto

  • Royal Ontario Museum

Old Toronto / St Lawrence Market

Photo Backdrop/Landmarks for this ending location could include (but not limited to):

  • Osgoode Hall

  • Toronto City Hall

  • Old City Hall

  • Bay Street

  • Hockey Hall of Fame

  • Flatiron Building

  • St Lawrence Market


Photo Backdrop/Landmarks for this ending location could include (but not limited to):

  • Osgoode Hall

  • Roy Thomson Hall

  • Princess of Wales Theatre

  • CBC Museum

  • CN Tower

  • Ripley's Aquarium of Canada

  • Roger's Centre

  • Roundhouse Park

  • Waterfront