Last weekend I came across a woman trying to row a ten foot long dinghy against about a fifteen to twenty know wind. I offered to tow her upwind to her sailboat. I was having a hard enough time making headway with the mirage drive without adding a tow. I tried to tow her under sail but could not point higher than a beams reach. Also tow was jerking on my stern every time the wind and waves changed. I had to act as a human bungee taking the strain with one arm. I know you are not planning on using a ten foot rowboat to tow but these may be indicators as to some of the problems you might meet. Also it would suck to look over your shoulder and find the loose end of the tow line trailing behind you and no supplies.
