captenaj, I don't have any advice for you, but have been following this thread because I also ride a Ruby Comp and would like to do at least one supported tour with her next year, so I'll be interested to hear about your experience. Woman Tours has a Natchez Trace trip in November that I'm salivating over, but DH's heart would be broken if I went on a trip without him! Please let us know what you decide.
KB

