ontario has a 2.6 meter limit (8'5") so i guess that might be a problem. I would chance it. The Canadians will want to know that you are not going to selll the boat in Canada so you might have to post a bond. We had to do this for the CORK Regatta in Kingston. You may be able to avoid it if you can demonstrate your intended destination and show registration or reservations in Caseville etc. Don't forget all of the documentation for the boat trailer and tow vehicle. A passport goes a long way to making your travels easier when crossing into the US at Port Huron on the Blue Water Bridge. Much faster than the bridge or tunnel in Detroit. Plan enough time to drive around though.