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I drink quite rarely myself. I've purchased two bottles of wine since January of last year.

I reserve drinking wine to extremely special occasions, so I stick with wines that I know I love or were recommended by a trusted third party (I have a brother-in-law who's a wine geek/knows my tastes). As a result, the last two bottles I purchased were Mollydooker's Blue Eyed Boy (at $36 -- normally this runs $45, but for some reason the Costco in Ann Arbor, MI has it for an exceptionally low price) and Mollydooker's Carnival of Love (at ~$100). I wouldn't buy the latter again. Though it was great, paying $100 for a glass of wine is hard to stomach and I won't drink re-corked wine (no device I've tried is capable of preserving wine in a way that makes me want to drink it the next day).

To specifically answer: once per year, and I'm willing to spend up to $50 since it's such a rare indulgence. That said, a decade ago I could find wines that I enjoyed for around $15-$20 USD and purchased a bottle about twice a month.

(and yes, those are accurate numbers -- no need to multiply by 7 due to people normally under-reporting the amount that they drink)