what's the most you spent on a bottle?

[MontereyRick]

Wonders..

If you are talking about The Lodge at Pebble Beach, you are undoubtedly speaking of Club XIX (Club 19), however, it doesn't jibe with your "less formal" description. Club XIX is one of the fanciest restaurants (along with The French Poodle, The Covey, etc.) in the area. Club XIX is, IMO, too expensive/fancy for even the average anniversary. It has to be a 10th, 25th, etc. You know you're in an expensive restaurant when you not only have a main waiter, a water boy, a bread guy, a sommellier, etc, but one waiter's sole responsibility is to sell you (then shave) truffles at "market price".

Club XIX is quite an experience, but overpriced IMO. Jackets Required.

See here for more on restaurants at PB Lodge. For the "less formal", it wouldn't surprise me if you meant The Tap room which is just upstaris from Club XIX. http://www.pebblebeach.com/2a3.html