Ian Cauble and DLynn Proctor share a 1986 Mayacamas in this never-before-seen extended clip.

DLynn Proctor sits down with Zion Curiel, beverage director at Carneros Ranch and Spa, to discuss their journeys in wine as they enjoy a bottle of 1988 Spring Mountain Cabernet Sauvignon.

DLynn Proctor sits down with longtime friend Jonah Beer, general manager of Frog Leap's Winery, to discuss history and winemaking as they enjoy a 1996 Frog's Leap Zinfandel and a 2003 Frog's Leap Cabernet Sauvignon.

Claire Coppi and Andrew Pattison sit down at Augustine to share two special bottles.

Claire Coppi and Jeff Porter share a special bottle of 1977 Novaj Merlot from Hungary.

In celebration of Repeal Day, winemaker Ted Henry and Olav Goelet open up an 1824 Madeira that was recorked in 1919, just prior to Prohibition.

Kyle MacLachlan and Joel McHale meet up to share a few bottles of wine and chat about their careers. Stay until the end for cake.