I like zip-off pants ... the kind that convert from long pants to shorts. On cooler days you can ride with them long (perhaps rolled up a bit) and on warmer days you can ride with the shorts.
I also like basketball shorts over my cycling shorts. That way I can go into places and look relatively normal. I will, however, combine them with leg warmers on cooler days for an interesting look.
On top, I rarely wear cycling jerseys on a tour ... I go with a basic merino wool top, perhaps a polar fleece jacket if it's cool, and my MEC rain jacket. On the few warm days I get when I tour, I wear short-sleeved wicking tops. I carry at least one sleeveless top with me in the hopes I'll actually encounter hot weather somewhere, and I usually end up wearing it as a base layer.
I wear mtn bike shoes that look somewhat like hiking shoes, so that I can walk around easily, and again so I can attempt to look relatively normal.
I used to bring a skirt with me on tour, but I don't think I'm going to do that anymore. It was a nice idea, but just didn't work. I will, however, continue to bring at least one sarong which I can use as a skirt (among other things).
A couple example photos:
Last edited by Machka; 01-22-08 at 05:21 PM.