Do you have a camper? Is he used to being in the camper by himself? We travel with our dogs, we only had one the last trip to the Fort but we now have a 2nd that we've done a 2 week trip with. When we go sight-seeing or swimming or whatever without them, they stay inside the camper in their crates (without their crates they do things like have pillow fights and play monopoly!) But before ever leaving them (or just the one initially), we tucked them in and walked away but still within ear shot. We needed to be sure that they don't bark or whine or anything. We camp with friends fairly regularly, so we did a lot of just visiting at friends campsites in the beginning.
We find that they are usually way tired out when we travel and camp since we walk and hike them a lot and take them to dog parks whenever it is an option. So they usually welcome a nice quiet nap time!
We don't do all-day commando park/sightseeing days, and limit it to a few hours at a time. This is actually nice for all of us and keeps us at a sane pace no matter where we are or what we're doing, but especially helpful at WDW.
The dog park at the Fort is nice and big and I've enjoyed meeting other dog parents there. Nice to take your morning coffee over and let the puppies play while you chit chat about where people are from and what things they've done around WDW. If your dog is social, he will love it!
We have used the kennel there for daycare when we have a long evening planned, and that worked out well the couple of times we've used it.
One thing, though, is that if you have your dog with you, you need to be flexible enough to change plans if you need to. DS and I had a great morning alone at the Studios on our last visit because DH hung back with our dog. The previous evening was one of the longer nights that we used daycare and he wasn't ready for us to just up and leave right away the next morning. He barked as we left the camper so DH stayed back so DS and I could make rope drop and hit the headliner rides. It all worked out well, but of course the ideal would have been for DH to be with us.
I think a lot depends on your dog and his/her age, and their personality. I'm all for taking dogs along if they'll have a fun time too and won't be all stressed out and end up bothering other campers. Sounds like your dog is the type that would really enjoy it, being a therapy dog and used to different places
