We have towed a whole train of Hobies tied up using the method that Matt B suggested with bridles to rear cross bars. Yes xander- they are wild creatures but you can exert a semblance of control
It becomes important when everyone is becalmed, short of suds, in the middle of the lake, during what was supposed to be the BIG race of the day.
The rudders must be up and the arms of the Y have to be about 8 to 10 feet long. The leg of the Y should put you back about 15 or 20 feet. Not too far back.
I was thinking that an auxiliary power source would be another solution to consider. You know, like having your kids paddle while you steer and open the wine
or any other small engine.