If your going to palm springs and you like to golf I would definitely head over to pga west and play the stadium or the jack tournament there.
Also, you could gamble at Morongo, Agua Caliente or Trump 29
Ruth's Chris' SteakHouse is incredible and my favorite is Japanese Cuisine at Hibatchis in Palm Desert
If you are driving up the coast to napa I would stop at Hearst Castle and take a couple of tours. The nicest home I have ever been to and has left an impression on me for years. I also would recommend the BoardWalk at Santa Cruz, real fun place.
If you have any questions about specifics feel free to email me
GL and have a good time