The Family Vacation Finally Happened
After years of planning, every star aligned
Aug 19, 2026 · 27 min · 11 segments
If you have ever returned home needing a vacation from your vacation, Rebecca and Seth Greene understand completely. In this episode of Whinypaluza Wednesday, Rebecca shares what she brought home…
So I have been dreaming, I want to tell you, I want you to dream, I have been dreaming for years.
I see all of you on your vacations with your siblings, with your parents, and I literally drool, and I'm like, "Oh my God, I've never done that.
I have never done that." And I was like, "Seth, I just want to take, um, my brother and his family and my parents and us, and I want all 12 of us to go to the same vacation spot together, and I want to get my parents away because my parents don't go on vacation, and I want to make this happen." And Seth has been hearing about this for years like the dining room table.
We have to dream it, we have to think it, we have to say it, but we have to say it to the right people.
When your kids are young, you control their schedule, you know the school dates and all the activities, and you figure out when you can go on vacation.
When your kids are older, it becomes a whole different story, and they now have jobs and internships and different school schedules, and just finding a time when the five of us can go away is hard enough for me, let alone now I have to ask my brother, "When are you available?" And when can my parents have help at the store? 'Cause my parents have to work around their employees.
My brother had to be in town and not... 'Cause for work, my brother and sister-in-law travel a lot.
So I have been dreaming, I want to tell you, I want you to dream, I have been dreaming for years.
I see all of you on your vacations with your siblings, with your parents, and I literally drool, and I'm like, "Oh my God, I've never done that.
I have never done that." And I was like, "Seth, I just want to take, um, my brother and his family and my parents and us, and I want all 12 of us to go to the same vacation spot together, and I want to get my parents away because my parents don't go on vacation, and I want to make this happen." And Seth has been hearing about this for years like the dining room table.
We have to dream it, we have to think it, we have to say it, but we have to say it to the right people.
When your kids are young, you control their schedule, you know the school dates and all the activities, and you figure out when you can go on vacation.
When your kids are older, it becomes a whole different story, and they now have jobs and internships and different school schedules, and just finding a time when the five of us can go away is hard enough for me, let alone now I have to ask my brother, "When are you available?" And when can my parents have help at the store? 'Cause my parents have to work around their employees.
My brother had to be in town and not... 'Cause for work, my brother and sister-in-law travel a lot.
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3 of 8
The Family Vacation Finally Happened
After years of planning, every star aligned
Become Your Own Cheerleader
Parents often encourage everyone else except themselves
Togetherness Beats Perfect Vacations
The best vacation memory is simply togetherness
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