A summer’s cruise that’s planned too tightly can lead to wretchedness and mutiny. Neptune, after all, does not send his winds to serve our little purposes, and if we are set on what turns out to be a long beat at the outset, it doesn’t make for happiness. On a day sail when you know the wind will not change, it makes sense to start out upwind and come home on a reach, on the ‘nasty things first, nice things later’ principle known to every well brought-up baby.
On a longer trip, you might put to sea up-wind and arrive tired, only to see the breeze clock the following week and stuff you at home-time too. Begin downwind and you’ve secured at least 50 percent joy. You’ve probably an even chance on your homeward passage too. At worst, you’ll score fifty-fifty, but the odds are in your favour. Ask any gambler…