La Notte Canta – The Night Sings – 10th Annual Benefit Concert by Pasquale Esposito

Guglielmo Winery

Pasquale Esposito returns to the majestic Guglielmo Winery for the 10th year with a Dinner Concert.   Enjoy an authentic Italian Dinner catered by Sapore Italiano of Burlingame, followed by a live concert. Noted for his voice's raw power and beauty, Naples-born tenor Pasquale Esposito is famed for his pop-opera style and stirring tributes to legendary […]


Off Site Event Little Italy San Jose Street Festival

Little Italy San Jose

Join us for the Little Italy San Jose Street Festival on Sunday, October 2nd. We will be pouring our delicious wines. Established in 2016, Little Italy Festival draws 15,000 + people to our Italian district. Authentic Italian cuisine from some of the Bay Areas' favorite Italian Restaurants Nonstop Entertainment Wine Tasting from some of the […]

South Valley Symphony – Made In America

Guglielmo Winery

Join us Sunday, October 9th at 3 PM; the South Valley Symphony will be performing magical hits "Made in America" Adults are $40 and include wine and snacks.  Children and students are free. Enjoy the music of: Morton Gould: "American Salute" Aaron Copland: Music from "Our Town" Leonard Bernstein: Suite from "West Side Story" Alfred Reed: A Festival Prelude Henry Mollicone: "Behind […]


October – Trivia By Troy

Guglielmo Winery

Do you enjoy Trivia?  Have you heard about Trivia by Troy?  Trivia By Troy brings a fun night of brain-challenging trivia to the winery with a fully interactive experience!  Teams of players will compete for prizes and bragging rights in a variety of topics from pop culture to history; sports to science; movies to music; […]

Off-Site Vine to Wine Event at Mountain Winery in Saratoga

Mountain Winery in Saratoga

The 2nd Annual Vine to Wine event returns on October 23rd, and we will be there! This event celebrates the end of Harvest and is where local wineries and winemakers are highlighted.  It will take place at the gorgeous Mountain Winery in Saratoga, a venue that sets the stage for delighting the senses and has […]


Halloween Party Spooktakular with the Houserockers

Guglielmo Winery

It's a Rock & Soul Spooktacular Event - another incredible night of dancing, wine and friends at Guglielmo Winery! Enjoy an evening among the hills and vines featuring one of the Bay Area's most popular bands, The Houserockers! Special Ticket Price for Guglielmo Wine Club Members! NOTE - the event is 21 and older only. Here's […]