I'm just wondering why you need to tell border people anything other than going to Canada to visit friends and ride, maybe haul a couple other bikes up and back???
Probably because the guys at the border aren't stupid. If I was going this route I'd not risk an issue crossing the border with something of this $ amount, and not to save $200 for sure. But then I go to Canada for business frequently and wouldn't want to get on the naughty list. Got a friend came to Canada to work without a proper work Visa. Got himself a 3 year block from re-entering Canada.