SF: Spend a night doing coke with the ladies at Mitchell Brothers O'Farrell Theatre, bring lots of money...stumble home stepping around the street relics. Don't loose your phone. Goto some snobish coffee shops while hung over. This is about as SF as you can get. (spoken from experience) San Jose: Rent a car and park on the 101. Cruise the suburbs and price snap houses for shock and entertainment!
don't forget about the irish coffees and overpriced mediocre croissants. or pretending not to be alcoholics at brunch the next morning, with 5 of your closest enablers, slamming bottomless mimosas and bloody marys. do this while talking about work, and how drunk you got last night, and how amazing the benedict is while posting pictures of it to instagram, even though you can barely taste it after waiting 90 minutes in line for the privilege of paying $75 per person not including tip and the foodservice healthcare surcharge.