I think I just finished planning our big vacation. We leave on Thursday morning.
Every hour is planned. I know it will not work out that way, but at least we can get back on track if we want to see certain things.
Lots of driving, too. I made a bunch of personal Google maps and printed them for backup.
There is a LOT of room for improvement and automation in this vacation planning space. I can see great opportunities for AI to make this easier and faster.