The Santa Clara Valley wine region is one of California's oldest wine districts — older than Napa, and significantly less crowded on a Saturday afternoon. The wineries along the Hecker Pass Highway west of Gilroy sit 35–40 miles south of Santa Clara via US-101, including Fortino Winery (4525 Hecker Pass Hwy, Gilroy, CA 95020), which offers tastings, a picnic area, and a good-sized food pairing menu. Closer in, Clos LaChance Winery (1 Hummingbird Ln, San Martin, CA 95046) runs estate tastings about 25 miles south of downtown Santa Clara — easy to string together with a Fortino stop on the same itinerary.
For a pub crawl through the South Bay's growing craft beer scene, a Santa Clara party bus rental keeps the group at every stop without anyone worrying about the drive home. Hit Strike Brewing Co. (2099 S 10th St, San Jose, CA 95112), Santa Clara Valley Brewing (1483 Martin Ave, Santa Clara, CA 95050), and Hermitage Brewing Company (1627 S 7th St, San Jose, CA 95112) — all within a tight radius that makes a minibus the obvious answer. No parking to find at each stop, no designated-driver conversation at the first tasting.
Call 415-796-8302 for a free Santa Clara winery tour quote.