Jotting Down Traveling Ideas...or Trying To At Least

So I am finally putting some decent work into my project and with doing that I am also discovering a few things:
1. I suck at planning a trip, and following an Itinerary
2. There are SOOO many things and places I can incorporate into my project: popular restaurants, malls, museums, etc.
3. Time is everything, especially when you have a busy schedule like mine.

I'm sure i could come up with more realizations but these three will do good for now. The first one is what I'm concerned for the most. I am looking up places to go online and such and they sound really good but I feel like I won't end up doing what i plan ahead for. My trips will probably end up being very spontaneous and thrilling! My dad, my step mom and I once took a spur of the moment trip once. We were supposed to be in Ocean City for a week but instead we stayed for 2 days and ended up just driving! We found ourselves in Delaware, D.C, other places in Maryland and then in Baltimore. It was the most fun we had ever had on a family get away!