Most overall? I bought the Westy 12 six-pack for $85+tax... Although I split it with a buddy, so that was only ~$45 for me.
$30 for a bomber of Dark Lord. I still haven't drank it to determine if it was worth the investment.
I also attempted (unsuccessfully) to buy one of those Westy XII bricks that came out a while back. What were those, like $125?
If I recall correctly, it was $84.99 plus tax. I think it ended up at $90 and change for me.
My sister's boyfriend just got a bottle of Sam Adams' 2013 Utopia... at the low low price of $180, approximately $20 less than Sam Adams' suggested $199/bottle. I don't know if a more expensive beer exists.
Don't know who would pay for it but Hair of the Dog's Dave sells for $2000 if I'm not mistaken.
The one time I was in NYC (work trip to NJ, so it was only for the afternoon), I had a Sam Adams something for $15+tip at some swanky hotel bar. Terrible decision, but the guy who took us there spent $35 on a glass of scotch (which I know the bottle normally costs $45).$14 US for a pint of Guinness at the bar between arrivals and Passport control in the Dubai airport. 5 months without a beer also made it the best barley pop ever to pass my lips.
$7.99 for 8oz Sam Adams Triple Bock. $13 for 20 oz Sam Adams Chocolate Stout. $14 for 4, 12 oz bottles of Dragons Milk.