Towing a 19' cc outboard behind a 50' boat This is a great old thread and I hope there is still some interest in it. I am interested in the possiblilty of towing my 19 cc fishing boat behind my 50' cruiser as I move to different places on the Chesapeake Bay and its various tributaries. We carry an 8' tender now, but I want to be able to explore further from the boat. I didn't think those towing eyes on the bow were for anything but trailering. I considered installing two tow line attachment points... one on each side of the hull about 25% back from the bow and somewhat closer to the water line. These would join a single tow line running to the towing vessel. I would weld eyes to s/s plates and through-bolted to the same size plate inside the hull. I think the boat might hold a straighter line, while allowing the bow to rise a bit and smooth out the stresses. If I am heading in the right direction, are there any calculations or experience that would help me get this correct?