I am planning on doing the same, buy a KLR from a dealer in Montreal and ride up to Alaska.
I spoke on the phone to insurance companies and some sort of administration responsible for all the insurers in QC specifically emphasizing that I'm a EU citizen . They all tell me it is very well possible to insure a bike as a foreigner in QC. Some MIGHT not cover you for theft though.
I got an online quote for said KLR of $22 CAD per month.
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