Is isn't a food or restaurant question.

Name the wines, and we'll tell you which one is more suited to your preferences.

If he was 'just' a server (I say that not to denigrate the server, but to differentiate between a server and someone with sommelier training) he should have called over the sommelier to weigh in. If the restaurant specializes in wine/has an expensive/extensive list, as OP says, either the server should have some sommelier training OR the restaurant should have a full-fledged somm, to answer questions and make recommendations that the servers cannot.

Op says the restaurant has expertise in wines, so yeah, I'd be annoyed by that. Sounds like it's not The Olive Garden but a place you're paying more for the food, service, and overall experience.