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[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]

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