There are numerous wonderful wine tasting locations in Healdsburg. It is both possible and enjoyable to spend an afternoon walking around the square meandering from tasting to tasting. A small gem of a tasting room just a block off the square is Portalupi Wines. I have been a few times and always feel welcomed in the relaxed tasting room, where the taste of the wines speak for them self always confirming their greatness. One of the few tasting rooms where I leave buying a bottle and am happy to point my friends in the direction of Portalupi.