42 Best Date Ideas for Toronto Couples to Explore their City

Toronto is a first class city, yet when it comes to spending time with your S.O. and planning date ideas, you may not take full advantage of everything that T.O. has to offer. Perhaps it’s time to play tourist and explore your home town like you would on a weekend getaway to say Montreal or New York — but with a much lower price tag. Whether you want to go beyond the usual dinner and movie date night, get out of your neighbourhood for a change, or plan a romantic weekend staycation, we’ve gathered up this bucket list of the best date ideas for Toronto couples to explore their city at any time of year. So whether you’re looking for summer or winter date ideas, fill up your Presto card and get out there to take in the sights and scenes of the 6ix.

Here are the best date ideas for Toronto couples to explore their city.

  1. Kiss at the top of the CN Tower
  2. Catch the Leafs, Raptors or a concert at the Scotiabank Arena
  3. Take a romantic stroll through High Park
  4. Drink Bellwoods beers in Trinity Bellwoods
  5. Have a park picnic or go tobogganing in Riverdale Park
  6. Check out the beautiful blooms at Allan Gardens Conservatory
  7. Stroll down the Leslie Spit (AKA Tommy Thompson Park)
  8. Explore the Evergreen Brickworks
  9. Feel like royalty for a day at Casa Loma
  10. Travel back in time at The ROM
  11. See the Aga Khan’s Insta-worthy exhibits and gardens
  12. Sample fine foods at St. Lawrence Market
  13. Thrift new ensembles in Kensington Market
  14. Defy Gravity in The Vog Vault
  15. Check out the fancy footwear on display at the Bata Shoe Museum
  16. Roam around Yorkville
  17. Get lost in the hustle and bustle of Chinatown
  18. Swim in the rooftop pool at Lavelle
  19. Scope out the street art in Graffiti Alley
  20. Go for a walk at the Scarborough Bluffs Beach
  21. Get nerdy at the Ontario Science Centre
  22. Find the adorable dog fountain in Berczy Park
  23. Head under the sea at Ripley’s Aquarium
  24. Get cultured at the AGO
  25. Watch ballerinas do some fancy footwork at the Four Seasons Centre
  26. See what’s playing at the TIFF Bell Lightbox
  27. Spend one luxurious evening at the Shangri-La Hotel
  28. Take a selfie with the Toronto sign in Nathan Phillips Square
  29. Add a lock to the LOVE sign in the Distillery District
  30. Discover the murals at Underpass Park
  31. Embrace your inner sports fans and hit the Hockey Hall of Fame
  32. Take a ferry to Toronto Island
  33. Stroll down the boardwalk in The Beaches
  34. Ride the 501 streetcar from the Neville Park to Long Branch
  35. Spend a night in West Queen West at The Drake Hotel
  36. Spend a night on Queen East in Riverside at The Broadview Hotel
  37. Bar hop down King West
  38. Try not to get lost in the PATH (or try to get lost in the PATH)
  39. Get tickets to a musical or play at the Princess of Wales Theatre
  40. See what’s happening in Dundas Square
  41. Learn about Toronto’s history at Spadina Museum
  42. Take a helicopter ride over the city

Feature photo by Maarten van den Heuvel on Unsplash

Looking for more date spots? Explore the best date ideas for Toronto on Fluttr!

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