Either way, my thoughts on multiple family vacations are:
•Vacationing with another family is usually more fun.
•Vacationing with another family is usually more stressful -- IF you don't agree on some ground rules first.
When we vacation with another family (be it friends or family with their families), we find it goes WAY better if
•we have separate accommodations (not sharing a house or condo--each family needs that "down/alone" time.
•we make it clear ahead of time that these are separate vacations that are going to have some overlapping.
•No O. has to do anything they don't want to do-- after all, it's EVERYONE'S vacation!
•No O. gets offended if the other family declines a dinner/attraction invitation/plan
•Overlap times are a fun bonus
•Overlap times might need to be ratcheted up or down depending on the kid's moods/behaviors, fun or lack thereof going on that day, etc.
Maybe I'm confused. They are friends that you might vacation with AND hire the man PT to assist your husband and help them pay for the trip? If so be clear the MAXIMUM amount of hours and amount to be paid.
Or are is the man an assistant for your DH with a family who would happen to be coming along?
Either way--you've gotta talk openly about expectations, expenses, responsibilities, BEFORE the trip to have it work!