I enjoyed WD2 a lot more than the first one. I mean, yeah, there are logical disconnects all over the place. But as a game where you don’t worry about that sort of thing - I found it to be quite fun. The addition of the remote controlled vehicles just really clicked with me.
Could never get the hang of sailboat racing, tho. Not enough to win, anyway.
They also have recreated the SF/Oakland/Silicon Valley area in a MUCH more realistic fashion than they did with Chicago.