Try to get one that has already been legalized in Canada. It will make it easier. However there is precedent, since there are a few here. That makes it much easier to do, but you will need to do some safety updates I believe.
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1976 Mazda Cosmo RX-5
1976 Mazda Cosmo RX-5
2003 Toyota Tundra TRD
2015 Toyota 4Runner SR5
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