Mean while some where near the point;
Having towed multiple dingies before and other displacement craft, try to get the tow line long enough so that the towed boat sits on the back slope of the 2nd or 3rd wave behind you. This is because it behaves better there and also does not surf into your transom if you slow down or a wave catches it, engine cowlings are expensive.
As for lots of dinghies you can do the painter to toestraps route with every one stearing and the center boards up or go fo a herring bone tow if people can tie a rolling hitch http://www.animatedknots.com/rolling...atedknots.com#
The trailed bucket on the last boat on a multi boat tow can really save your bacon by keeping the tow straight.