Free, family-oriented event! Established in 2016, The Little Italy Italian Festival draws 20k to 25k people to Little Italy San Jose. Celebrate “everything Italian” with one of the largest Italian “supercar” shows in the United States, an authentic Italian food festival, California/Italian wines, nonstop Italian headliner entertainment and much more. Festival is organized by the Little Italy San Jose Foundation (501c3) and 100% of the proceeds benefit the newly opened Little Italy San Jose Cultural Center & Museum.