Gear ratios and driveability

My 70 Dart came with 3.91 sure grip.
I feel that driving it 70 mph for extended miles is asking a lot of my 340. I have the stock 14" wheels with 245/60-14 tires. My buddy works at NAPA in southern Indiana, and hes got a customer with a 69 roadrunner 383 with 3.91 sure grip that he drives on long hauls. But it's got 15" wheels.
Am I thinking correctly that the 15" wheels are changing things for him enough to allow better highway speeds?

It depends on the height of the tire. That tire could be as short or shorter than yours in which case it could turn the engine as hard or harder. The wheel diameter has nothing to do with it.