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.
But leave it to my wife to plan on visiting 2 cities each on two islands half way around the world with connections and rental cars.
I'll need some sort of talisman to make this all come together.