I'm planning a trip to Kentucky - have you ever been there?
You mean the "Bluegrass State" known for the bluegrass found on it's pastures caused by the fertile soil. 
Yes!  I've been wanting to go there for years!  I've heard it has some great tourist spots?
Yes, i've been to many attractions there like the worlds longest cave system "Mammoth Cave National Park".
That sounds exciting!  What is the weather usually like?  Just wondering what to pack!
I'ts hot, but always a good day for bluegrass music and Kentucky Fried Chicken.
I love listening to jazz music - will I find that in Kentucky?
I don't think so, just stick to bluegrass music when your there. You dont want to upset any of the locals with that jazz music.