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Re: Data in Canada
Fido, Rogers, Bell, Telus offer prepaid SIM cards for something like 40$ (last time I bought them anyway) + activation fees (yeah they're bastards like that lol).
I know Fido the most since I'm using them, they bill by the second unlike the big 3 (Rogers, Bell, Telus) - ie, if you make a phone call for 23 seconds you are billed for 23 seconds and not 1 minute. So they're a good starting point.
They also offer a 10$/100MB data plan, or 25$/500MB plan. Both for a month.
That should cover you.
Any Fido, Rogers, Bell, Telephone Booth, etc store can sell you SIM cards, so you shouldn't have trouble. I'm sure airports have that too. Any shopping mall. Grocery stores have their own MVNO brands too, but I'm not familiar with them.
All in all, it's way easier than getting a SIM in Japan :P