Mmm if the wine tasting is indoors, there's a good chance it'll get WARM in there so make sure you've got a layer than can come off if needed! I can't imagine any of our wineries doing outside tastings at this time of year. I'd vote something that runs smart-casual and veers towards the dressy end, just because I wore white to the last wine tasting I was at and miraculously came away unscathed (and you've seen how much I flail), so it can be done but something more mid-toned might be better. That said, I just LOVE the first outfit Amy posted!