: I have done this a lot and it is a blast. My only advice is do not tie it off
: to your boat or if you upset you might see your boat still sailing without
: you. I usually put the circular plastic string rewind thingie over my
: bicep so I still have two hands free for the paddle. A rudder helps a
: lot...

There is an accident report in the latest Sea Kayaker where a kayak was found crossing a bay towed by a kite without a paddler. The paddler was eventually found dead miles upwind. It would appear that he capsized and the kayak went off without him.