Both is possible. I do sometimes make vacations unplanned with no return flight ticket and just enjoy the time there as long as I feel to.
But then there are specialized holidays, where you need people to be with you. One example is my hobby being a diver. Going on a private diving safari needs planning and documents. Depending where you go are the documents, but you still need a boat, a crew and a dive guide and/or trainer.
It's still very enjoyable for me, as I love diving, but it also needs planning.
I can imagine going to a Taylor Swift concert: being able to have reserved tickets at prime seating with backstage meet & greet afterwards would be a different level compared to stuck in parking lot and standing in crowded unreserved area.
But then there are specialized holidays, where you need people to be with you. One example is my hobby being a diver. Going on a private diving safari needs planning and documents. Depending where you go are the documents, but you still need a boat, a crew and a dive guide and/or trainer.
It's still very enjoyable for me, as I love diving, but it also needs planning.