FWIW I wouldn't go over 17" as the larger wheels look dorky on old cars.
I draw the line at 18" wheels and tires. The biggest thing to keep in mind is the sidewall height. The short tires don't look correct on the older cars.
245/45-18 is BARE MINIMUM for the front of an old car. A 295/50-18 is a good looking tire but selection is a bit thin. That's why I went to the Nitto NT555.
He has a large car with long wheel openings in the rear. It needs a tall tire to fill it out.