Winery or Wine Tastings: Some wineries offer free tastings while others charge a few dollars. If you get free wine glasses out of it, that could make for a nice momentum change and the segue into romantic talk easier. If you’re a hard liquor or beer drinker but want to “get your weight up” on the intricacies of wine-tasting, peep out How to Acquire the Taste for Wine and How to Wine Taste so that you can impress him or her with your knowledge of wines.