Wine and other alcohol needs to be declared based on how much you have, not just the value of it. So yes, you should declare the wine if it's over one liter or whatever the exemption is.

Most likely they will just waive you through but to me it's a case of two choices.

You declare it, explain you are just checking your bag as soon as you get past them and connecting through to Italy and they say OK

or

They find it, and you did not declare it.

To me one of those is a much better alternative than the other.