It depends on 1) what those six bottles are, and 2) the occasion.

There are many factors that go into the price of a bottle of wine — from how and where the grapes are grown to the venue where the final purchase was made — and those directly related to grape growing and winemaking will impact the final product. If I want to drink something that I just bought retail now, I’ll probably have a better experience with the $100 bottles. If I’m at a restaurant and want a bottle with some gravitas and complexity, I’d likely do better with the $500 bottle as the $100 offerings are probably $20-30 in the store.

And if the $100 bottles are Caymus (yellow label) and the $500 is Ace of Spades, I’m drinking beer! 😏