You own and love an original 69 383s, what’s next?

In my opinion the car should be left alone. if you want creature comforts, start with a car that is not so rare and Valuable,That would be a poor business decision. The new a/c units can fit under the hood with the 383.
I have a 69 383 Cuda, and a 68 GTS 383.
But if I wanted a modern driving comfort oriented car that is old, I would go find a less valuable one.I would never mess with a rare original.

Now a nice 66 sport fury hardtop with a 440 four speed and loaded would really be a nice car to travel in!