We had everything planned out and it worked out good for us. Talking to a lot of travelers they were just winging it also and not having many problems doing that. The biggest problem was around the holidays and timing on your ferry travels as they don't run every day. I think going without a plan would work as well as having everything planned out. There was a couple times we were very happy to have reservations, seeing people getting turned away, but I only seen that 2 or 3 times in the 2 months we were in Alaska. We also didn't stick entirely to our plan and changed some destinations and dates with no problems. Like someone else mentioned, Denali area was pretty busy and depending on time of year you might want to call ahead of time for staying around there. It was less stress for us knowing where our next destinations were going to be. The one thing I liked about traveling in Alaska in the summer time is it never gets dark so if you get somewhere late it's still easy to find a spot to stay. I've always hated trying to find a boondock spot when it's dark!