It greatly depends when in Sept you are sailing. Weather is usually worse as the month goes on with 40-50 temps, 3 days ave. of rain and dark by 7pm by 3rd week. You still need to take layers, rain gear, knit hat and gloves. I no longer take jeans as I spend all my time out doors and the tend to get and stay damp. My preference now is lined wind pants and leggins. these also take up significantly less packing room. I also always do my laundry in Seward and Skagway to "lighten the load".