Will you be camping or staying in hotels? I borrowed the Milepost from our library years back and it was a good resource for sure, like others have said. Not everything is in there though, as it does cost money to be included in the book.
We really enjoyed camping on the Homer Spit.... lots of wind. When we were in Seward it rained so we took a little Motel... there was some kind of car show on so not much available.... that is one thing to check if you can, look at the events calendar for whatever town you plan on visiting to make plans around things.
We mostly travel alone, friends who travel in groups usually assign one as the "planner" and a couple as the drivers if they are all in one vehicle. Most important.... pack your sense of humour with you and enjoy!