In the future Vancouver will almost definitely beat Montreal, maybe even TO. It's main problems are a lack of any real variety in styles and magnitude. It needs to develop a focal point of a few supertalls that aren't just green-glass condos and have some architectural spice to them. Until then I would give it to Montreal, clearly the more mature of the two.
I would give an honorable mention to Calgary. Considering this place barely existed a century ago beyond a few tents it's pretty impressive. Ditto for Mississauga, pretty damn good for a suburb imo.
Honestly, I don't see what all the amazement about Vancouver skyline is about. OK, it's very dense, and that's very good, but to me, it just looks like the entire city was developed by Concord Adex (which isn't that far from the truth). To add to that, all the towers are the same height, and I really appreciate variations in heights when it comes to skylines. Montreal comes ahead of Van. for me. and Clagary's is catching up, no doubt. ( although currently it does look like some midwestern US city).
At first, I thoght Van City should take this honour, hands down, but the more I thought about it and the more I looked at some of the pics, Montreal came up.
Montreal as a city has always tripped me out. Not only it's odd skyline (with Mont Royal looking like a green tumour) but even socio-economically as a sort of "evil" twin to Toronto. It's....interesting. I suppose it depends on what you're looking for and at when you're judging a skyline.
I'm still going with Van City because I'm very biased and love the place and some of the views of the skyline from way above with the mountains visible are just beyond beautiful in my mind but I have reconsidered the value of the Montreal view.
PS: Calgary trips me out in much the same way that Montreal does, albeit for much different reasons. I still get this feeling that it doesn't belong and should not exist. The skyline has something to do with this. The only Canadian city I have visited that I never wish to set foot in again, Calgary is.
i just went on a trip to quebec city and on the way i took some pics of both montreal and quebec. ill post them tomorrow. and quebec city is making only a bit of progress but not enough to effect the overall skyline. their biggest is 74 meters but is on hold. but i agree calgary looks kind of barren but vancouver and montreal have the beautiful mountain back drop.
Calgary took my vote. The Bow will really add a nice touch to that skyline. Vancouver is an exceptionally close second with its sheer Manhattan-esque density and natural background. Studying at UBC, I've seen some amazing angles of Van City. The views from the mountains in North and West Van are spectacular as is the view from the sandy beaches off of NW Marine Drive, near Point Grey. Sadly, it is a tad underwhelming. Vancouverites are reluctant to build *up* due to restrictions preserving the mountain backdrop, and the impending fear of earthquake threats.