Wine and dine plan is actually 1 wine credit per room per night, not per person.
I was recently at both California Grill and Narcosees and almost all bottles were >$40, with bottles $35-55 tax not included or so being 1 credit and $55-105 2 credits and those greater than $105 or so not eligible. If you like wine the one credit bottles could save 20% or so most of the time (also tax is included with the wine and dine price so you save the tax). More opportunity to loose in the $55-80 window for the 2 credit bottles though.
For what it is worth, only 1 or 2 house wines were $8 or less per glass, many were $9-12!