Cooling Issue - 1964 Dart GT - 273 with automatic and A/C
Two things:
1. Get an aftermarket mechanical temperature gauge. Can't tell s$&t from the factory gauge.
2. Someone mentioned this early on, but haven't heard anything since - knock the freeze plugs out and flush out the block.
Get those two things squared away and if you still have a problem, then you can think about bigger radiators, different fan, fan shroud, etc., etc.
For what it's worth the 340 in my 65 Barracuda never overheats, or even runs over 200 degrees here in Tallahassee, with factory radiator three row recore, non-thermostatic clutch fan and no fan shroud.