sounds like you might hit great weather. I was out in SF last May, around 5/15, and it didn't top 55 for a week and it was misty most of the time on the SF side. In Oakland, it probably was mid 70s.
I live in San Jose, it's routinely in the 80s here when SF is around 60. Big transition points are just south of SFO heading down the Peninsula, and the Caldecott (Cold to Hot) tunnel between Oakland and Orinda heading east. For people who visit and stay near here they can be in the pool in perfect weather, then head to the game at night in thick outerwear.