Factual error: In the scene where the Jackal is sailing in the "Mackinac Regatta" toward Chicago, the direction seems to be wrong. I believe that race is from Chicago to Mackinac. Also, all the boats are shown flying spinnakers, which makes a colorful scene, but which would require a very unusual north wind since the boats are headed south into Chicago.
Factual error: On the ferry boat ride, which should have been from Canada to the United States, they were aboard a North Carolina ferry... The North Carolina flag was flapping in the wind next to the US flag. There was a closeup, and you could even see the name of the boat, which is named after a North Carolina Governor, and home ported in Moorhead City, North Carolina.