What other city looks most like your city, in terms of physical characteristics?
I still think of Montreal as my hometown. It is hard to think of a city that has the river in the forefront and large hills/small mountain(s) right behind the skyline. (Vancouver is on a completely other level with its soaring peaks).
Pittsburgh, maybe? I cannot find a good skyline shot of Pittsburgh that has its mountains/hills as a backdrop, but the city does have mountains of similar height to Mount Royal, and is on the (mighty Ohio, as well as the Monogahela) river. It has a skyline comprised of buildings from various eras, with none too tall (not a sore-thumb, rather like Montreal's skyline).
pittsburghmagazine
What are the best Analogue skylines for Vancouver? (Santiago? Hong Kong? Rio?)
For Toronto? (Chicago? Sydney? surely not Seattle?)
For Calgary? (Dallas?)
For Victoria? (Christchurch, NZ?)
For Edmonton?
Ottawa?
Quebec City?
Winnipeg?
etc.