I also love that you have a place for your guineas... I really want some but I am afraid they would not coexist with the chickens very well.... maybe next spring : )
I trained the guineas to come in at night using millet. They LOVE it. They know that they will get it every evening when they come to the coop. I just did that because I lost half my flock to something (before we got our LGD) and didn't want to lose anymore when they roosted outdoors at night. I also have 22 baby keets growing out right now and I will, hopefully, be able to train them to go in that coop at night too. Their baby area is next door to the big guineas so they see each other every night. I will have to add more perches in there when I move the younger keets in!
As far as moving all your chickens together....you could just do it in one fowl swoop (no pun intended) and move them all at once. It may be a good idea to do it in the evening before they go to bed so they wake up in the new house together. If possible, you could let them beside one another for a few days so they get used to seeing each other a while before you remove the divider. I've had success doing it both ways. Fortunately, my hens seem to do fine with the new young pullets joining the flock. They still are higher in the pecking order but they don't harm the younger ones, just teach them their proper manners.
My trouble is with my teenage cockerels! They can be little demons to one another. I let them free range with the hens and pullets until they start harrassing them and/or chasing them. Then, they go into the rooster compound and I try to put them in with a group where they will get along. It seems I have to shift them around every so often when one of them decides to get too big for his britches...errr...feathers.