When I sold my bike in California I called the Insurance Company and asked them about test drives. They told me to let folks test drive as long as it was reasonable (not a couple of hours). I was required to get a copy of their DL prior to them taking off. If an accident were to happen, the insurance company would go after the person who test drove it, and it would not count against me.
Given the U.S. is far more sue happy than Canada, can't see why it would make a difference here.
because with Ontario's no-fault insurance, the claim is made against the vehicle owner's policy.