If your absolute favourite thing to do in the whole world is to drive your car, why wouldn't you want to do it all over the world if you could? People do this with bicycles because they like THEIR bike, they don't want to rent one to do their cool bike tour on the other side of the world. Obviously a bike is less dramatic to transport but the same concept is easily applicable to a larger vehicle like a motorcycle or a car. If his favourite vacation activity is touring, and he has the ability to do it in his own vehicle that he enjoys touring in, so why wouldn't he?
Tons of people spend tens of thousands of dollars to go to an all inclusive resort for a couple weeks. This guy just put that money into driving his car somewhere new instead.