You want to waitress/waiter at the places that charges the most for their meals/drinks.
Tips are based on the cost of the visit - the higher the bill, the more tips that you'll make. Dur.
If you go to a less expensive place, you might make up the difference in volume, but you'll be running around twice as hard to make up that money.
I'd lean towards Outback, Cheeseburger in Paradise, Asahi, Okada, Cafe d'Artist, etc. and stay away from Linda's, IHOP, Bob Evan's and the like.
Remember, if you want good tips, be friendly, competent, and don't forget to SMILE.