New fuel system for the Dart

You should not need to have an electric fuel pump to make it right.
How close are your fuel lines to heat sources?
I have no where near the system you have and I suffer no issues at all in bad heat here in MO.
Have you tried a different pump? I run an Edelbrock pump on my iron head 340 with factory A/C.
Is your fuel pressure gauge under the hood, the two that I had went to zero when they got hot. One was a Jeg's and the other was a Holley gauge.
True that my pressure readings on under hood gauge are very likely inaccurate. I am familiar with the error that liquid filled fuel pressure gauges present when heated.

This is a 550 hp w2 head 408, the issue only occurs when ambient air temps are very hot, like 80 plus degrees. There is no issue when temps are cooler. Lines are several inches away from TTI headers at lower portion of engine compartment. The insulation on line to pump through engine compartment helped. To some degree I was Jonesing for an electric in tank setup, this might have been the final excuse to prompt the change. In the event of a change to EFi down the road, my fuel system will be ready.