It's a bit more difficult in Oakland if the places you are trying to get to aren't by a BART stop. The AC transit buses are slow, dirty, sometimes dangerous, and don't have 100% coverage.
I have lived in NYC for two years with 1 small kid. I know how painful it is. Many subway stations do not have an elevator, I had to carry the baby and stroller through stairs. Even with elevator, all elevators smell extremely bad. Would you call this "just fine"?