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Motorcycle Purchase

I am a dual Italian/Canadian citizen and I work outside Canada.
I hold an Italian driving license (valid both for cars and motorbikes of any kind). My family lives in Canada and therefore I visit the country frequently but the stays are not long enough for me to sit for the tests necessary to get the full M license. I would like to know whether it could be possible for me to purchase a motorbike in Canada (Ontario) and if there are insurance companies that can/will insure my bike. This to avoid having to rent a bike each time.