Not completely on topic, but this conversation reminded me of when I taught in Georgia. We had a modified schedule where we would have only an 8-week summer break as opposed to a typical 12-week summer break. The 4 weeks we "lost" from our summer break were sprinkled throughout the school year. Everyone seemed to love it. Parents could take their kids on vacation for an entire week in mid-February, early April, all of June and July, late September, late November, or late December. That's a lot of vacation options! None of my students were ever pulled out because parents had so many choices for vacationing outside of a typical spring break, winter break, or summer break.
I also found that students had better retention when their summer break was 4 weeks shorter. I miss that schedule, and I wish more districts and states would consider moving toward an academic year that has a shorter summer break with more frequent week-long breaks.
The only real advice I can think of is to have a hotspot so you don't have to rely on potentially terrible wifi. Good luck figuring everything out!