WRT the wine example, I've always noticed that, for those averse to spending money on wine (aka me), the second least expensive was the predominate choice. You want to minimize cost, but not appear "cheap."
My friend was just about to get DSL from Verizon and selected the "medium" package for $29.99. I asked what they needed the Internet for, and sure enough 1Mbps down / 368Kbps up would have been fine (this was the "small" package for $19.99). I told them that they could always upgrade if the "small" didn't do it for them.
This article suggests that restauranteurs are aware of this "second cheapest syndrome": http://www.mentalfloss.com/blogs/archives/18811