Travelling from Toronto! I've just moved back from Vancouver after living there for two years. I've also lived elsewhere in southern Ontario, the San Francisco Bay Area, and the Tricity area in northern Poland. I've visited Whitehorse and Reykjavík and can offer stories of (nearly) midnight sun!
I best get a sense for cities by walking around them more or less aimlessly. Camera and good shoes and the occasional sunburn.
Perhaps my #1 favourite neighbourhood is Potrero Hill in San Francisco, almost always sunny and always very pretty. Some of the photos I took there when living nearby in 2008: flickr com/photos/qviri/tags/potrerohill/