I ride vintage to work every day, and my bike is too.
Mostly I'm here in town and I park in my office, but I'm also in Oakland and San Francisco two days a week. You can always find a secure place, whatever you ride. In SF there's an attended garage in the basement, in Oakland the freight elevator is available for bicyclists. No need to park on the street.
You just have to plan. It's no big deal when you know where you're going. It's the random stops that get tricky. I usually don't carry a lock, so that works to prevent me from leaving my bike out. If I can't carry it in, I don't stop.