We visit the following wine regions: Santa Cruz Mountains, Santa Clara Valley (San Jose area), Napa, Sonoma, and Livermore. Within these wine regions are lots of towns, and we've listed the main wineries we visit by town - see page links, below.
Closest to San Jose would be the wineries in Cupertino, Saratoga and Los Gatos, followed by Gilroy, Santa Cruz and Livermore. A full tour to the closest local wineries is typically 5.5 hrs - this allows enough time to visit 3 wineries, enjoy a winery activity such as a behind-the-scenes tour, and have a picnic lunch (restaurant meals may also be incorporated into your tour, but add some time as compared to a picnic at the winery).
A full tour to Napa requires 9 to 10 hours, which is 4 hours in round-trip travel time, plus 5 or 6 hours to be in Napa.
South Bay/Silicon Valley/San Jose region:
Cupertino and Saratoga wineries
Gilroy and Morgan Hill wineries
Los Gatos wineries
Santa Cruz and coastal wineries
Napa and Sonoma: