I’m a big fan of making every mistake, but only once. During 10DL Europe we mistakenly cycled north to south. We didn’t know that this was the wrong way to cycle the UK. We had a 10 mph headwind most of the way.
According to the book, “Bicycle The Pacific Coast“, if we cycle north to south–we’ll have a 10 mph tailwind most of the way. That sounds exhilarating, fast and fun.