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I picked Brisbane in the summer because I like it when it's hot and steamy, plus I like Australia. For Bergen's summer I picked it because its late spring, summer, and early fall temperatures are close to my preferred cooler season. Also Norway has loads of awesome scenery.
*Solar Focused
Early-September~Early-April : Seattle
Early-April~Early-September : Melbourne
Highest sun angle possible at the noon is 47.3 degrees maximum with stably cool months.
*Season Activity Focused
November~February : Boston or Chicago
March~October : Seattle
From Greece I would choose the city of Florina or Metsovo (a mountainous village in Ioannina) for winter and somewhere in Cyclades island complex in the Aegean Sea at summer. From abroad I would choose somewhere in Sweden or Finland in winter and at a coastal region in Italy or Spain in summer.
If I had to go with some choices(lots of different ones) then here are a few:
Park City, Utah/Queenstown, NZ or Seattle/London from May to October.
San Francisco/San Diego or even Park City, UT/Queenstown, NZ from October until May.
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