I know this thread is over 6 months old, but thanks for the detailed info! I'm planning on taking my little guy out for his first overnight trip in the spring. He just turned 2 and this past year we did a couple car camping outings to get him used to the tent. I think that as long as he can worm his way under my quilt then he'll do great. Reading about your experience really made me thing a lot harder about picking out a paw appropriate trail.