IMO the main thing is to know what you might be up against and how you will react to such. That will be a function of many things. Time allotment, aversion to weather extremes and plain old want-to. I had some good advice when I began a tour that I knew was much later than it ideally should be. That being that the weather can turn on a dime and you may have to wait it out on occasion. Otherwise you end up hating life, fighting the elements. While I did wait, the situation and moreover the forecast for where I was heading was even worse. While I could wait out a few days, the ten day forecast held no such promise. Then it becomes a time element problem. How much time do you have to do the ride? For me, my window of opportunity was not big enough to wait it out. And with advancing time, days get shorter etc. Bottom line, I did the tour for my enjoyment. When that wasn't happening, being home with family and work(yes I love what I do for a living) provided greater utility than enduring the balance of the tour.