Or what would happen if you met the boat at the south end of the Strait of Georgia. Jumped aboard the boat as the transport crew jump off in a trailing speed boat. They stay south of the 49th and you stay North... Then you would have to figure out how a Canadian can import a boat into the country.
Might be an issue if the CBSA and the CBP are monitoring the radar and send a Cutter to investigate and look for contraband.