Something of a happy medium. It's not a race, but I'm going with a nonprofit that has a pretty strict schedule. In addition to riding, we'll be stopping in towns to talk about our cause. This means that our day's ride (avg. of 80 miles a day) needs to be done on time. This is why I'm leaning toward something a bit more efficient for riding, and carrying something for walking.

I like the idea of flip-flops or a minimalist shoe.