What kind of traveler are you? Are you the kind of person who likes to plan everything down to the minute, or do you just prefer to go with the flow, maybe with a vague destination in mind, and see what happens on the way?
I realize that in some cases, you don't have a choice. Most of us have time limits, because we only have so much time off. Maybe we have a hard deadline or appointment or meetup that we have to get to by a certain time.