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Romantic Places to Propose in Toronto

Posted February 20, 2009 , By Stephan

So you’re ready to pop the big question. You’re looking at engagement rings and wondering where the big event will take place.

There’s quite a number of places to propose in Toronto, as it is culturally diverse and has many things to offer. Of course there’s the classic (and obvious) CN Tower, however, the Royal York’s always a nice choice. I’d suggest forgoing the urge to post it on the Jumbotron at the Air Canada Centre (ACC) or Rogers Centre (previously know Skydome), in-case the answer is “no”.

For the more culturally mature, perhaps after a night at the theatre or post symphony at Roy Thompson Hall, or Mama Mia at Royal Alexandra Theatre.

In terms of restaurants, there’s a plethora to choose from such as the Whaler’s Warf or The Keg Mansion, could be something more casual and quirky like your favourite Curry, Thai or Greek place.

In good weather (ie non-snow) a picnic is often a nice touch maybe at the waterfront, beaches, Centre Island or a Toronto Gardens and Conservatories, such as Toronto Music Garden or Sculpture Garden (outside), or Allan Gardens Conservatory (indoor). We would suggest you make it yourself, or pick up some nice wine & cheese or purchase something “to-go” and place it in the basket yourself.

Seasonal (ie: winter) - the various outdoor skating rinks can be fun - Nathan Phillips Square, Grenadier Pond in High Park or Harbourfront to name a few.

If Valentine’s Day has passed, no problemo - now you can keep the surprise a surprise!

Also, forgo the urge to place the ring in something edible, because she may not be that hungry, or worse, it might get swallowed. What do you do then? Wait?

Always, at the top of the list of places to propose in Toronto is the things/ places/ food SHE likes, as opposed to planning a night of your personal favourites… as with the wedding, both the engagement and the wedding day are all about her.

Keep in mind, she will remember this night for the rest of her life, so if it goes awry she’ll remind you for the rest of your life… be safe… stick to her favourites. If you don’t know or aren’t sure, ask her sister, one of her close friends what her favourites are, or find out for yourself, one night at a time… hey honey, which is your favourite food… Greek or Thai?

Another great idea would be to take her back to where you had your first date.

The ultimate classic is the stay-in option:

  1. Go to a local favourite and take out something a little upscale and nice (if you tell them the occasion, if they don’t typically do take-out, they may make an exception).
  2. Clean up the place and spray something nice, put out some candles.
  3. Cue up her favourite music - by this time, if you don’t know what kind of music she likes, you’re in a lot of trouble and have some learnin’ to do
  4. Put out the fine china, okay- the nicest you have- not the time for Chinet
  5. Make sure the toilet seat is down, and put on a roll of toilet paper, and remove the take-out napkins from the toilet paper holder
  6. Pick up your underwear from on-the-way-to-the-shower this morning
  7. Empty the trash cans, remove all things stinky including hockey equipment
  8. If you have an atrium or courtyard in your building, and it’s nice weather, that may be an option for you as well.

Click on a following link to find a  unique Engagement Ring, or follow back to our website for more Engagement tips for Men, How to Plan for the Occasion, Where to Pop-the-Question, and Romantic Stories of other couple’s engagements.

Share your ideas about Places to Propose in Toronto.

Topics: Engagement Tips for Men |

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