As far as tourist stuff, if you are into bourbon, there are a number of bourbon distilleries in Kentucky that give tours.
http://www.kybourbon.com/english/pages/trail.html Of the tours I've been on, I recommend Buffalo Trace (nice place, nice people, good info, good bourbon), Wild Turkey (no tasting but a lot of character, the tour guide kept cracking us up), Maker's Mark (great tour, you really get right inside the facility), and Heaven Hill (amazing visitor's center).
Less recommended: Woodford Reserve's distillery is almost worth visiting just for the drive out there, which is pure Kentucky, rolling hills, white fences, horses, just a beautiful drive, but the tour is the only one that charges money and I wasn't impressed with it. The bourbon was pretty darn good though. The Jim Beam tour is a self-guided tour, which means you basically wander around a severely limited portion of their grounds without a tour guide for a little while, looking at museum type displays of vintage equipment, including stills, a cooperage, and a vintage fire engine, then meander to the Beam house for a tasting. They do offer some of their better bourbons for tasting though; they were offering Booker's and Basil Hayden when I was there.
Funny story from the Jim Beam tour: the only people other than us on the "tour" were a middle-aged cowboy-hat-wearing guy from Pennsylvania and his wife. My friends and I were looking at the cooperage display when the two of them caught up with us. The wife started pointing things out about the display and seemed really interested in everything, but the guy just looked really agitated and impatient. He kept saying "I know, I know" and "My kin had a still, I know all about all this stuff." Finally the wife sighed, rolled her eyes and said "Fine, we can go look at the fire truck." LOL
On the food end of things, any trip down south is an excuse for multiple visits to Waffle House. You won't need to go looking; you will probably see one at nearly every interstate exit. I don't think I've ever eaten exactly the same meal twice at a Waffle House, but I do know that every time I eat there, I order some hash browns, smothered (diced onions), covered (cheese), and chunked (diced ham). Yeah, they generally look shady from the outside, but the kitchen is completely open to the dining area, and much cleaner than you might expect. Damn I love me some Waffle House.