Hey,
Maybe Crosby Manitou to HWY 1 would be a good section to consider. There are campsites very close to the parking lot(on hill above lake) for the feast the first night and the shuttling of cars would only be about 10-14 miles, I believe. It's about 26.2 miles of trail. We'd get a taste of about everything the trail has to offer. Just a thought, I haven't found any non-memorable spots on the trail.

Randy