Rockers cost about the same. So we are talking about carb, intake, cam, and headers. All things being equal, in my experience, the 383 will destroy the 360. Just don't over cam it.
I don't have an A body mopar at the moment. When I did I drove it everywhere, with 4.56's. Stopped for gas a lot, and took it easy on the freeway. Hurt a lot of 5.0 feelings with a 66 Barracuda with a 318. Drove it everywhere for about about 4 years. And then the motor blew up.