Towing big things with a small boat Towing little things with a big boat is pretty straightforward. There are plenty of nuances and details, of course; one sure way to spark a lengthy debate among cruising sailors is to ask about the best way to tow a dinghy. But, ultimately, towing something smaller than your own boat boils down to "tie it up, fiddle with the tow line, then drive normally". Towing big things with a little boat is somewhat trickier, not to mention riskier. It is, nevertheless, important to be able to do it. You never know when you might have to press the dinghy into service to get a crippled mothership into harbour, or when you might need to help someone out in an emergency.