I'd start off by having breakfast at Toast around 8 AM. Their orange ginger monte cristo would be perfect. I'm normally not an early breakfast person, but time is of the essence.
Next, I'd have a light mid-morning tea at Butterfly Garden Cafe on Bardstown.
My thirst not yet sated, I'd head to Rich O's in New Albany. (That's Louisville, right?

) For solid food, I'd have soft pretzels with beer cheese and a custom topping calzone. For liquid food, I'd drink their Jenever, Oaktimus, and whatever else I happen to feel like that's available at the time. (For the purposes of this exercise, the former two are presumed to be on tap. In my perfect world, they'd be on tap year round.)
My first dinner would be at Havana Rumba around 4:45--right around when their Pollo Asado has finished cooking for dinner. I have yet to find a Cuban restaurant that I like more, even in South Florida.
Next, I'd have a late dinner at 610 Magnolia. Anything on the menu would more than satisfy me, and I can't imagine a finer last meal in Louisville.
After I've recovered a bit, I'll head over to Heine Brothers for tea and scones and stay there until closing at 11. (This fictional night is apparently a week night.)
Finally, I suppose I'll have to visit Cafe 360 for the sake nostalgia and a hookah. This is presuming I can actually get in and out before my night ends at 1 AM, which could prove to be a tall order.
15 hours and 15 pounds later, I'd leave Louisville sad but satiated.
"If more of us valued food and cheer and song above hoarded gold, it would be a merrier world."--J.R.R. Tolkien