Except that I doubt how not to get caught ever entered Logan's mind when they were plotting to steal the boat; that was just something that happened after his shenanigans. And sure, Rory suggested stealing the boat but I doubt she would have made that suggestion to someone she knew to be a law-abiding citizen. Their conversation prior to taking the boat was along the lines of "welcome to the dark side," a theme that extended further into Rory's life with her decision to take time off from school, Logan throwing her a felon party and Rory's willingness to turn it all into a big joke.
Very true. And yes, as far as we know Logan only stole boats and got off scot free, but that doesn't mean Mitchum wouldn't have gotten him off just as easily for more serious crimes, if necessary, to protect the Huntzberger name and heir.