1. You could talk to the redplate driver(s) that is likely a regular outside your hotel. Since you only want to go here-and-there-and-that-place locally, have them drop you off and pick you up, don't force him to stay with you (except when going to Sav of course, and possibly the craft market). That way his time is his to catch a couple other fares while remaining alert for your calls. You will have a cell phone, right? Tell him you want an alternate driver's name and number that you can call if he's unable to come right away, or on his day off.

2. I like Bnewb's idea of $20-25/hour.

3. You keep bringing up lunch like its a big special bonus to the driver. This is not a criticism of your company but if he isn't making money he has other things to do with his time and could happily eat (when and where he wants) for much less than you will lay out for the dining experience YOU want. If you want him to accompany you to lunch, that is all on you, including paying for all of his TIME while dining with you.