May 3-4: Guglielmo Winery Sangria Tasting Weekend. Sip varieties of sangria paired with appetizers, and take a few bottles home for summer entertaining. 11-4. (Morgan Hill: 1480 E. Main Ave.; 408/779-2145; www.guglielmowinery.com)
May 9-11: Nicolino’s Mother’s Day Celebrations. Show mom you care and take her to Nicolino’s Italian Prime Rib & Seafood. Enjoy dinner and live music Fri-Sun; and indulge in a brunch buffet complete with a strolling violin player on Sun. Fri-Sat dinner 5-10; Sun brunch: 9-2:30; Sun dinner 5:30-9:30. (Sunnyvale: 1228 Reamwood Ave.; 408/734-5323; www.nicolinosgardencafe.com)
May 18: Santa Cruz Mountains Wine Railway & Auction. Hitch a ride on the first-ever Santa Cruz Mountains Wine Railway and enjoy hors d’oeuvres and the region’s fine wines. Stay for the silent and live auction. 1-4. (Felton: Roaring Camp Railroads, Graham Hill Rd.; 831/685-VINE; www.scmwa.com)
May 22: Sake San Jose 2008. Taste and learn about sakes made in Japan and the U.S., watch taiko drummers and stroll through historic Japantown. 5:30-8:30. (San Jose: Jackson St. between 4th and 7th Sts.; 408/294-2505; www.sakesanjose.com)
May 31-June 1: Vintners’ Fest 2008. Celebrate the richness of Santa Cruz Mountains wineries and enjoy wine tastings, great food, live music, art exhibits and winery tours. 11-5. (Santa Cruz Mountains: various locations; 831/685-VINE; www.scmwa.com)