It actually depends. Sometimes when it's my first time in that area, I PLAN PLAN PLAN! I have a whole schedule planned out, I research restaurants & neighborhoods, if I am planning to ride the bus all day around the city, I try to "study" the routes and its schedule, etc. I usually plan a trip at least 2 months in advance to give me enough time to get everything sorted out. I even keep a little folder to organize the whole trip! Sometimes, a spontaneous trip is good once in awhile! And I agree with caley, if I was going to LV, I would go with the flow