It's largely up to the dragon. Fluffy loves, loves, loves to be out and about. She will go anywhere. The more people and the more attention, the better. Figment, on the other hand, gets mega stressed out if he's out too much. His colors turn dark and he HATES the stop and go thing in the car. Once we are going along, he's fine. I imagine he would be happy for a longer trip. But around town with lots of traffic lights, especially in season here... he says no thank you!
Just keep Mr Bebop safe and he will let you know on the rest.