I would call myself a horseman, as I own one and ride as much as I can. My two cents would be if you are a first time rider, go with a good set of jeans not skin tight, but not overly loose. As you can see from my avatar, I have ridden kilted more than a few times, and have enjoyed it. I however use the kilts I wear when I do historical camps as I don't mind getting them dirty. I also find that English tack works better for me. Have a great time on your trip. Tobus, I too enjoy the smell of a well worked horse.