>>939508Trailer sailors are pretty awesome. I've owned 2 and actually liveaboard a 25ft Macgregor (trailable boat). The towing is easy since you have a truck. The mast raising and lowering is pretty easy especially if you have a gin pole setup (pole that attaches to the base of the mast with a winch setup). If you don't have a system its a little harder. I have a 29' mast and it takes two guys to get it up and Its tricky.