During offshore sailboat races, we just hang off the back.
And to add one of those things you can't unsee once you learn about it(sort of the nautical equivalent of font kerning) the flag on a sailing ship should always be fluttering forward for the same reason, the problem is our intuition is built around motor vessels where the vehicle is faster than the wind and does flutter backwards. so it looks wrong and quite a few artists get this incorrect in modern paintings and video games.