Yes it is, you just have to get a Canada Insurance Card from your insurance company. Polcies do not cover Mexico.
It is possible for you, as a US citizen who is retired, to obtain permanent resident status in Canada, if there is a good reason for you to be in Canada, such as, to join your closest relatives who happen to be Canadian citizens. Your specific circumstances have to be considered by the immigrantion officials. If your sole reason to live in Canada is that it is easier to obtain health insurance in Canada than in the US, then your application would not be approved.
See the thing is, that in order to prove "insurance experience" in Canada, coming from the US, you will need a "letter of experience" from your US insurer. This will obviously show a cancellation, and hence, be the deciding factor about your prospective premiums here in Canada. Best to start over as a new driver in Canada. Leave out the old.
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