What's the problem with shipping to Canada? I do all the time* and I've never have a problem. BUT the receiver might have a problem, especially if you ship via UPS. IT seems that UPS has some "customs brokers" that they're partnered with. UPS turns the shipments over to them and they see how much money they can extort from the buyer! I avoid them by just shipping everything via USPS. You have to fill out a small custom's form but it's nothing but your name and address, the buyer's name and address and a two word description of the item and an estimated value and check boxes that says if the item is new or used and it's a gift or a commercial item. That's it, it takes less than a minute to complete the form.
From what I've been told, the Canadian Post delivers the package and then the Canadian revenue department sends the buyer a bill for the customs duty.
You can use Click-and-Ship on USPS's website to create an address label with postage and pay for it via credit card and then just drop the package in your mail box for pickup or at a post office. You can also use the USPS website to get shipping cost estimates including for Canada and other foreign countries. It takes only second to get a cost estimate.
*FWIW I just shipped a 20+ pound computer to Canada today. No problem what so ever. Also shipped packages to Hong Kong, Austria and Brazil today.
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