I would drive from Pittsburgh to Louisville. Go on the Louisville Belle Steamship. Explore downtown area. Agave&Rye, Bisquit Belly, LA Bodeguita. Etc. From Louisville to Kansas City, MO. Find some good BBQ there. The best Steak is in Kansas. You will basically be on I-70W. I use hotwire.com to make reservations when I am traveling. Make sure you have a case of water. I have a can of wasp Hornet spray in my trunk and front in case someone bugs me.