I'll start this thread with an anecdote. Dinner with old friends this past weekend. Lovely hang. They are going to Japan this summer; us Christmas/New Year. Their trip is sooner so I ask for some beta:
"Where you guys staying in Tokyo?"
"Oh, not sure."
"Where else you going?"
"Kyoto, some mountains, and to the beach."
"The beach! Should be fun, which coast, Pacific or China side?"
"Hmmm. Don't know. We had a travel agent plan for us."
It strikes me that by contrast, in self-planning our own Christmas trip, I've already been learning tons about Japan, things that will both make traveling there easier and more rewarding. A lot of geography sure - ski accommodations are already slim to none so six hours scouring the Internet and maps has not only yielded a place and room but a much more sophisticated idea of Japan's physical and human geography. But also dozens of tangential little things picked up from reading and watching video as I tried to figure out what would suit our group, things both logistical and culture.
Europe, it strikes me, has been the same. I've planned 15+ trips, many with complex logistics. In that process I've learned so much! I suppose one could see that learning as "work," but to me it's actually part of the fun, and makes me enjoy my trips all the more.
You? Are you a self-planning acolyte? Or do you rather someone else lays out your trip and you just hop on and enjoy the ride? Something other or in-between?