This is just my suggestion but I think I would take Cubby last. That way he won't be hearing lots of strange noises and banging around with things being moved in the new house. When he gets there it will already be full of all the old familiar things!

When we moved (we only had Sammy at that time) we moved him last. He was terrified that the bedroom was empty and I thought for sure he was going to freak out on the thirty minute ride. Instead he was an angel! He was even happy when we got here to the new house. We think that he thought we were leaving him and he was so glad to know that he was going too!
Hubby took Sammy and carried him into every new room in the house and let him sniff all of our old things that were in the room. He then carried him upstairs and showed him around. Sammy adjusted like he had lived here his whole life!
If I had to do it today with some of the cats I have now, I would temporarily and lightly medicate because I have some cats now that freak out so easy! You'll know which is the best way to go with Cubby but I bet he will settle into the new house easier than you think. At least I hope so!