Thank you everyone for the input! Our school does have a family vacation policy where in elementary we can pull them out for up to 10 days with prior approval.
We have had a complete change of plans! We we still going back and forth on when to go next year (I completely agree that Sept. is wonderful - that's when we've gone the past 2 years) and then we considered summer (I agree, I'm not much into the heat and humidity but I've spent many Labor Day weekends in the Florida Keys so I figure not much different from then).
But after long debates, if ok with her school it looks like we will be going the week before Thanksgiving this year!
I'm still in shock over planning - my mom was a lucky recipient of the
free dining so we decided to take advantage of it. I'm booking today but we're not telling the kids in case something comes up with DD's school. I went yesterday and got the BBB appt. scheduled and almost all of my ADR's (only haven't done CRT until I book the trip today since I didn't want to pay up front and they have a lot of times still available that week).
I'm excited and nervous at the same time about pulling DD out but it's only Kindergarten...