The Toronto is boring amused me. I was thinking of Philadelphia but when I reconsidered, Toronto seemed the obvious place. But my research came to your conclusion that it is in deed dull.
I've been to Vancouver twice but found that surprisingly sterile too. I'll raise your Sydney with my San Fran and Wellington, both bay cities like Vancouver but I found far more cultural. Although that is obvious with San Fran.
I've probably got myself banned from the US with this thread and my views on Trump posted elsewhere.
In your suggested tour what about the towns and cities where the National Guard has been called. That would be fun.
Kansas is apparently a great place but will be frighteningly hot I expect
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