It turns out that you don't think small when you've been around the world as many times as Jimmy; on the other hand, if you were only going to sail a few hundred miles, you wouldn't be making the escape you're really after.
Of course, you don't have to commit the rest of your life in order to complete one of these suggested routes. In fact, while your escape can be for one year or five, it can also be for three to six months. And while you're planning a cruise that stretches your horizons, don't forget to make smaller getaways whenever possible. Being on your boat and sailing will keep your appetite whetted and remind you that there's another existence for you beyond your daily, land-bound routine.