Please Read this post if you are using Windows Tablets

Hi Ed, look at those items and forum links.

You can add a single product to a menu multiple times.

Edit Menu > Category
Double click on a category.
Right click on left pane and Click Display All Values menu item. That will add hidden (already seleced) items to the list.
Select Corkage Fee, close.
Select Edit Produt Properties. You should see two Corkage Fee items.
Set sub menu configuration.