@DeathlySkeletal Honestly there's not much difference from a $15 bottle and a $30+ one so just find his preference and pair it with a cute low cal snack basket. You can look up what pairs well with each type of wine. Or get a couple mini wine bottles/single glass for a wine tasting gift.
@dietpeachvodka What about switching to a liquid fast? It could be a great compromise so you aren't struggling so much and so you don't feel guilty. Protein waters or non dairy milks can help with hunger and are low cal.