I've been to several Michelin places, usually around $300 - $400 per person without wine. Definitely worth it for the quality, creativity, and experience.
I've already had A5 Kobe at around $60 an ounce, and caviar around $250 an ounce. Both worth it for an occasional splurge.
I also had a glass of a 1967 Bordeaux (don't remember which one) that I didn't pay for and it was good, but nothing better than some $50 bottles I've had before. Granted I'm not a wine expert or anything so maybe it's quality was lost on me.