Twinkstarr
TUG Member
The kids are all grown and gone (now 27, 29 and 31), and I can tell you now, if I had to do it all over again, I would force those high schoolers to go with us. I think they feel the same now, too. I would bet all of them would like to go back and do things over at times.
Perhaps I am a bit idealistic, even a little sentimental, but what is more important than family time? Our son was so in love with his high school sweetheart and couldn't stand being away from her for very long. We took her with us to Orlando one year. There were a few vacations, when he was in college, that he chose to stay home with her instead of going on vacation. Guess what? They broke up after dating four years. He would love to have those vacation memories, I know it.
We decided to take a trip to Hawaii as a family when our oldest graduated from the CO School of Mines. All of the kids wanted to go, initially. They were older, too, at 19, 21 and 23. Well, the middle child was such a little grouch because his sister took her (now husband) boyfriend, and our oldest took his girlfriend (another person gone from his life). Middle child kept calling himself the fifth wheel and whined a great deal the entire two weeks. I was sick of it by the end of the trip and told him he didn't ever have to go on a family vacation again, and I kept my promise. Sometimes he tags along anyway,without an invitation, and he is now 29. And you know what? The kids all talk about middle child's whining and laugh about it, and so does he!
We are going to Orlando with some of the kids this fall, and we are looking very forward to the trip. I exchanged us all into Disney's Boardwalk Villas, and we have our own units, which just makes things easier.
I guess I am trying to say that you will regret it if you let the kids skip vacations, and so will they.
I always went on family trips, all the way through college. My late parents were much more fun than any of my friends and a lot more adventurous travelling. Why would I want to sit home when I could be on cruises or doing a couple weeks in Europe? Did one trip with college friends
, one can't swim or didn't like getting her hair wet, worried about sun exposure, picky eaters(got a deal on a cruise for Spring Break).Your Middle child sounds like my younger sister(a major league whiner from way back). She still is, and the worst part of it is my 12yr old has her number and gives her a hard time about it.

I didn't affect his decision because that wasn't my place.
When they bring friends, we don't see them a ton but a fun activity or restaurant at Dad's expense generally yields results. And they still enjoy family time at the pools/beach, with or without friends around.