"For a criminally good time, skulk on over to downtown San Jose’s Five Points, a pub with a Gangs of New York slant. Its namesake (Five Points, New York) was a lawless neighborhood back in the 19th century, and the cocktail list features drinks named after the area’s six gangs and includes vintage photographs of some of the more notorious members (including a gentleman with a top hat and a meat cleaver). And who wouldn’t feel like a badass ordering Tax and Death Evasion or Blood, Lust, & Diamonds on the rocks? The ambiance would make Scorsese proud with murky lighting, a penny floor, bookshelves lined with novels and busts, exposed beams, and a library ladder beside the shelves of alcohol. Insider tip: Visit Monday for live jazz." - Johanna Harlow