There's a place in San Jose called Santana Row. There are a lot of extremely upscale shops and cafes.
At night, and you'll see some of the most beautiful cars! Ferraris, Lambos, etc. I recommend a bakery called Bijan Bakery. I've been there twice. They have awesome desserts and coffee. Definitely go there, it's always packed like a motherf*cker, and you'll see a lot of hot women. There are also bars/clubs in the area. Just ask around. Santana Row is definitely one of the hotspots though, so be sure to check it out.
edit: Actually, I was there a long time ago, so it may have been Saratoga Avenue. Check it out also.