A delivery Captain will make this trip a lot shorter as he/her would probably make much longer days and fewer breaks. It is a great way to get some instant knowledge. I think it would be a good experience if you made the trip with a delivery captain. It probably would be quite a bit more expensive than trucking, though. There was a thread back in December, I think, a guy arranged to have a boat trucked from Scituate to Florida and it seemed to be a reasonable deal. You might find a lead there ....