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Take him out of school!! My parents took us out of school for a couple vacations and it was AWESOME! We were older, so we had to makeup homework and stuff, but totally worth it! Your son will be totally bummed to be left behind, so don't do that!

How many days would he miss?

When the kids are young I'd do it as long as it's not too many days and the schools allow it.

Former teacher here...I think it is fine as long as you don't make a huge habit of it and try to make up any work that he will miss. Also, don't expect the teacher to be able to give you stuff ahead of time (though she may be able to...its a huge deal to get materials prepped that far in advance, especially at the beginning of the year). It is a lot easier for her to give make up work after the week is over. Honestly, being the beginning of kindergarten there may not be any work to make up anyway, but it would be nice to ask.

I'd take him!

My parents did this when we were kids. They'd send a note with us to school for all our teachers and one for the principal giving them a heads up and to give us our homework that we'll be missing when we're gone. Even though we were on vaca, each morning, we had do some homework (equally distributed over the week) before we could head out for that day's fun. This included studying for any tests that we'd be taking immediately when we returned home. We hated it, but it worked out really well. We were never behind!

I would absolutely take my son in that situation.

I think because it IS the beginning of the school year, it's okay. He wouldn't have missed TOO much. A lot of the first week is just orientating the kids to the new routine anyways. Not to make light of what they're doing and working on in school. So I would talk to the teacher, ask if there is anything she wanted to give in terms of hand outs or homework and try to squeeze some in during the vacay. I think family vacations are very important and I know first hand that your time off schedule can vary wildly with your kid's vacation schedule. And sometimes, you just don't want to deal with every other kid on vacation either!

I would totally take him without giving it a second thought!