For the tip menu, remember it can only be 140 characters in the room topic (this is the length of a twitter post). Be concise. You may decide on an everyday sort of tip menu that you can throw out whenever, or you may want to do themed tip menus centered around a topic for that particular show.
As for the raffle, the price is not really the issue. Rather, you should consider how much money/time you will be spending on the prize itself. For instance, if you are raffling off your entire panty collection, how much is it going to cost you to mail them? To replace them? You want to at least break even on your raffle, not be in debt for it. Moreover, make sure you don't over commit yourself or raffle off something you can't/won't/shouldn't give away. Don't offer 10 hours of custom videos if you aren't able to deliver that.