How to go on a trip by myself
It made me
Lonely 
"this was enlightening and rewarding"
How I did it: I packed up the car, brought along the dog and went up to the family cabin in North Carolina. I figured I needed sometime to regroup before the new semester/school year. It was nice going somewhere familiar for the first time.
Lessons & tips: Going off on your own can be rewarding - you can do things without interference from others, stand on your own, and ultimately learn independence. However, it can become lonely and boring quickly. I wouldn't suggest long trips by yourself, but maybe definitely short ones.
