California has such a rich history with wine that it was only a matter of time before wine and cigar culture collided. At Morgan Hill in South County (just south of San Jose) you’ll find an ever-expanding selection of cigars ready to be paired with different wines, champagnes, and craft beers. Notable brands featured include Ashton, Drew Estate, Montecristo, and Tatuaje to name a few. Wine is available to be purchased by the bottle or by the glass at the bar in the rear of the shop. Up front, there’s a small lounge area where you can enjoy your favorite smoke and pairing. There’s always some kind of event going on (not that a cigar and wine night isn’t enough of an event), whether it’s their monthly poker night or wine tastings.