well, I think that depends on who you talk to, for the trip you should be able to insure it as a normal vehicle and get optional increased comprehensive coverage or
special equipment coverage with the receipts from the shop - if you want it classed as a collector vehicle it isn't simple even if you live here ... and of course it depends on how risk averse you are, if you have insurance in BC and had an accident in Manitoba, you'd have real hurdles to jump
your primary problem is the 'storage' insurance
today and which you really should be talking to the shop about .... with your experience over the import thing I'd think you would have done this homework before committing to doing the shop work here on a vehicle that was already roadworthy
Bill