There is only one issue with this that my cousin the insurance broker told me. She said a transit permit is for point A to point B. She said here in Manitoba the government can be very challenging to deal with if you were to get in an accident and write the bike off. If you had that crash off the shortest route they can deny coverage because you didn’t come straight back. I guess if you did stay on the shortest route and didn’t end up 500 miles off course you would be fine.