Before you seek a lawyer and incur added expense, find out State Farm's ombudsman and ask for help. If the ombudsman is unable or unwilling to help your next step is to contact
FSCO Financial Services Commission of Ontario, who regulates insurance companies in Ontario. File a formal complaint. The complaints link is on their front page, so this must be very common.
I read your post and still did not understand all the intricacies. I'm not sure how the two tickets can be combined to penalize you, it sounds very odd. Usually each insured is assigned a risk rating, and the policy is written up for the person with the highest risk rating. Your big block of text makes it harder for me to understand. Also some dates are missing.
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Also note that motorcycle insurance premiums are not evenly divided into 12 calendar months. You will pay more for the months you ride and almost nothing for the winter. For example if your premium is $200/mo for a year-long policy, and you ride only April and May, and then cancel, you'll certainly not pay only $400. Since you usually cannot ride Nov-Feb, the $200/mo for these months will be proportioned to the riding months at a specific ratio. You will, therefore, pay a much higher fee than $200 for the two months.
The insurance industry is highly regulated and there is help for consumes. Few of us here are fans of the insurance industry. Do your homework first, then seek a lawyer if and when everything else fails. You'll need to go through all these steps anyway, lawyer or not.
Whatever you do ensure that you do not get a "refusal to pay" or "denied insurance" comment on your insurance record, or you'll never find reasonable insurance in Ontario again. Insurance companies will black list you and you and your Dad will be screwed. They are an oligopoly and have some advantage, hence the reason they are highly government regulated.