It's the same way with me and my boyfriend! For example, we went to GenCon with some friends this summer. Whenever he would propose an event to go to together, I would generally try to check the time and estimate how long it would take us to the event from wherever we happened to be. When I thought it was time for us to go, I'd say so, and he'd start to lead the way, but pretty soon it would become obvious that he wasn't sure where he was going. He has a very poor sense of direction, but come on - you'd think he'd at least put some effort into figuring out where something that interested him was!
At least, that's what I would try to do, once I realized that he was going about it so half-assedly. I'd start heading for the nearest map, consulting the schedule, etc., and to be honest, I'd actually get pretty agitated. Before too long, he started getting alarmed at my agitation. Unlike me, he didn't feel the need to be on time for these events: he liked just wandering around the convention center. Well, I don't enjoy walking around "just for fun" - I'd rather have some kind of purpose for walking, no matter how trivial. I told his mom about this, and she actually seemed somewhat pleased. I heard her talking on the phone with him about it later, and she pretty much said that his cavalier attitude was a good thing because it illustrated his (and her) Greek heritage.