If I am reading the cruise schedule correctly, the only cruise they can go on and still catch the 25th anniversary is the Wish leaving on Sep 8. That means they'd only have to take Buddy out of school Fri and Mon. They definitely would have no problems taking him out for two days--you have to remember how advanced he already is for his class according to Jen.
It will be interesting that they will bring along another new nanny who has barely had any time to get acclimated to them. Wasn't "B" brand new when they schlepped her to Hawaii? I wonder how often she'll be left with both kids while Tim and Jen whoop it up. Oh, wait, didn't Tim say family was going to join them on a cruise? Maybe it's this one. And maybe that's why they have been hanging around Tim's brother and "the cousins" so often recently. To give them experience in babysitting their kids.
I agree, it would be the Wish on the 8th. I have no doubt those two dumbasses will not have any problem taking him out of school for two days. My issue with J$ missing two days of school has nothing to do with the academic side, it's the routine. Especially if a lot of kids in the class have been at the school since they were 1-2 years old. They all know the routine. J$ has had no structure and no rules at all for his almost 4 years of life. Even if Montessori doesn't have "rules", there are rules and structure to the school day. 3-4 weeks of daily structure and rules, then to have a 3 days weekend (Labor Day) followed by a 4 day weekend (assuming he misses that Friday and Monday) is going to mess with him. Not that the Trackers give a
duck. That poor child.
In theory, J$ should be able to spend pretty much every second he's awake in the kid's club, provided he is actually potty trained. They will not allow him in the club if he is wearing a pull up. And he must be able to independently use the bath room and wash his hands by himself. That part to me is questionable, but maybe 3-4 weeks in school will have him doing better. The kids club is open from pretty much 8am-11pm, so they really won't even have to see J$ at all.
They can even book O$ in the nursery because it is open now, although they will have to book ahead and pay. So really, they don't even need to bring any hired help and can pretty much ditch their kids the entire time. More booty butt watching for Timmy. More drinking for Jenn.