Hi John,
I think you can check AAA for insurance while in Canada, I'm not entirely sure but if not AAA check out CAA( canadian automobile association). They do all kinds of Insurance stuff. Otherwise you can probably look at World Nomads, I know you can buy policies for like weeks at a time if it comes to it.. everything is made online and you dont even have to talk to anybody to get insurance from them. Have a good trip and send me email if you need anything while in the Calgary, Alberta area.
Ride safe
Jay
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