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[quote=Anonymous][quote=Anonymous][quote=Anonymous]I like traveling with my parents, and have done it a few times. We also have a pretty standard beach trip that has become pretty annual (covid threw it for a loop though).

But if my parents tried to start an "annual trip" - that would make me really uncomfortable. I can't commit to something like that indefinitely. I couldn't in my 20s, I can't now in my 30s. You don't know where you'll be working, where you'll be living, who you'll be dating, what your financial situation will be like, what your vacation day options will be like, or what you'll even want. Add in the potential for marriage and kids (and other people's weddings! The year I was 26 I went to SEVEN out of town weddings!) and it's just too much to fathom.

So - I would leave the concept of "annual" out of it - and just ask them to go on vacation with you. Go, have fun, and then go from there. You can always propose another one for the next year. But don't put your kid in a position of making a commitment to an annual trip - as a 20-30 something, that's a HUGE, and nearly impossible, commitment. And if you set it up like that, I'd be less likely to go at all because I wouldn't want to set up unreasonable expectations.

Even if it does work out, they like it, and you go most years - it will be most years, not all. That has to be okay. [/quote]

This is good advice.

I went to a TON of weddings in my 20s.  I met my DH when I was 25 (he was 29) and our friend groups did not overlap.  So we were professional wedding attendees!  So many cocktail dresses (thanks Macys!).[/quote]

+1  We have started an annual trip with my mom and my two siblings and our families. Picking a different location each year for 1 week. This year one nephew (19) will probably only come for a few days. Next year it's possible my DS (starting college in the Fall) won't be able to do more than a few days. But, I enjoy the time with my mom and siblings who live all over the country. And my brother's kids are little so they'll be joining us for a while. So, I expect we'll keep doing this for us and welcome the kids with open arms and no guilt if they can't come. I think varying the location every year makes it more appealing since we aren't giving up a week of vacation to always go the same place. Recent trips have included CA beaches, Colorado, and Cape Cod.[/quote]

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