This is for you and BigWill -- it ain't San Fran or Frisco (ewwww!). Call it SF, or of you really want to be taken as a local, "The City"
As far as travel advice, I agree with JohnK that the Oregon Coast is as good as, if not better than Big Sur. Skip it. If I were you, I'd start in San Francisco. If you like wine, definitely do wine country. Avoid Napa -- you have to pay for most tastings there. Do the Russian River tasting circuit. That road will take you to the coast. From there you can drive north or south -- your choice. Stop anywhere and everywhere you please.