Those plants all look amazingly healthy! Well done mate
Those potatoes do look quite wet. But then again, I feel like everyone's microclimate is different and their plants prefer different amounts of water. My plants absolutely LOVE being waterlogged when in pots, whereas my mother-in-law who lives about 40mins away from me needs to keep everything nearly bone-dry or they die. Even when we give eachother plants that's still the case.
I'm not entiredly sure how well the plants would do when seperated at this age. Especially as fruiting takes them a lot of energy and could stress them out. Maybe if you'd take off al the fruit, but I'm not entiredly sure. I've never tried to split them at that size myself.
That's a stubborn cherry tomato, haha. They seem to be famous for acting up and doing as they please. I'd tried killing my cherry tomato plant 3 seperate times (cutting it out of the pots, ripping it out of the ground, etc). It lived for 2 years by it's own rules before the whippersnipper ate it up.