towing the yak was no problem, we had a 2 man rec boat. i guess your sot should be even less hassle. we played with different lengths of bow line, i think keeping it on a very short lead tied to the tramp lacing near the center so the bow of the yak was slightly lifted was easiest. tacking, jybing, etc did not seem to be affected. we did get run into from behind once when we beached the hobie and forgot the yak was there. the yak paddle comes in handy when the wind dies, one person paddling while sitting on the hull forward of the tramp as another steers is very efficient propulsion. you are getting my interest up for another campout, i'm going to try a rack similar to yours. great idea! we let the kids ride in the yak while we towed them, they had a ball!