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*Off Site Event *Little Italy San Jose Street Festival

October 1, 2023 @ 11:00 am - 7:00 pm

Little Italy Street Festival

Celebrate Italian Heritage Month at the 6th Annual Little Italy San Jose Festival.

Greetings, wine enthusiasts and lovers of Italian culture! We are delighted to invite you to join us at the 6th Annual Little Italy San Jose Festival, where Guglielmo Winery will proudly showcase our finest wines. This event promises a day filled with vibrant celebrations, delectable Italian cuisine, captivating performances, and a touch of automotive luxury. Read on to discover the full itinerary and highlights of this exciting occasion.

Date and Time:

Mark your calendars for Sunday, October 1st, 2023, from 11:00 AM to 7:00 PM.

Indulge in the authentic flavors of Italy with a curated selection of cuisine from some of the Bay Area’s most cherished Italian restaurants. From classic pasta dishes to tantalizing desserts, your taste buds are in for a treat.

Prepare to be dazzled by an array of live performances that promise to keep you entertained throughout the day. The main stage will feature an eclectic lineup, including the mesmerizing accordion talents of Cory Pesatauro and the soulful Italian jazz stylings of Vanessa Raci. The highlight of the evening will undoubtedly be the headlining performance by the renowned Italian Tenor Pasquale Esposito. The Anthony Nino Lane Band will bring the festivities to a close with their infectious energy and music.

In addition to the auditory delights, feast your eyes on a showcase of authentic Italian and handmade arts and crafts. This is an excellent opportunity to take home a piece of Italian craftsmanship as a memento of the festival.

Immerse yourself in the world of Cal-Italia wines with a curated wine tasting experience. Sample some of the finest wines from esteemed wineries, including our very own Guglielmo Winery. Let our wines transport you to the picturesque vineyards of Piedmonte, Italy, where our family’s winemaking journey began in 1925.

For the automobile enthusiasts, a special area will be dedicated to showcasing the luxurious and iconic Ferrari & Lamborghini vehicles. Admire these automotive masterpieces up close and appreciate the craftsmanship behind these stunning machines.

The Balliamo Italian Folk Dance Group will further enliven the festival atmosphere, who will grace the streets with their vibrant and traditional performances. Additionally, be sure not to miss the jaw-dropping Pizza Acrobatics show, a unique blend of skill and entertainment.

The 6th Annual Little Italy San Jose Festival promises a day of cultural immersion, culinary delights, and unforgettable entertainment. Join us in celebrating Italian Heritage Month and experience the magic of Italy right here in San Jose. We look forward to raising a glass with you amidst the enchanting ambiance of this festival. See you there!

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October 1, 2023
11:00 am - 7:00 pm


Little Italy San Jose Street Festival
View Organizer Website


Little Italy San Jose
323 W. St. John Street
San Jose, CA 95110 United States
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View Venue Website