That might be a pretty cool app idea: random trip planning. As in: "I don't really care, I have $1200 to blow on a 5 day trip June 4th-9th. When do I show up for my flight?"
I bet too they'd do it better (within a given locus) than the computer, knowing things like that there was a carnival at such-a-place and that the vistas at t-time of year are magnificent, etc..