From the year and hull number I believe Ron's is a 381. I want a 38-200 floor plan and besides shallow water in southwest Florida we also have very light air. A 3' shorter mast would not help.
I also had a wing keel for several years and although I have heard all of the objections I liked it and would buy another. As mentioned earlier our canal can get very low and a wing keel will set straight up instead of leaning against, or away from the dock.
I purchased my 34 in Connecticut and trucked it down after it appeared that boats from the northeast and great lakes seem to be in better shape, particularly the gel coat, than southern boats that are in the water year round.
Based on this I would be interested in a northeast, or great lakes, boat and believe the trucking expense would be worthwhile.
Paul