Long distance dolly towing

The Barracuda will be fine if the rear has oil in it. You will drive it farther than that (we hope)!
Years ago I dolly*d my car 1,000 mi. NY to GA with no issues. But I had a D-150 with /6 4 speed.

That said, I would be more concerned about the Dakota. What engine & trans does that have?
I have a *99 V6 auto. I would not do this tow as I do not have that confidence in it. Every now and again the transmission seems to hunt for something. Driving along it will just suddenly rev up a couple hundred rpm. Drives fine, but I would not trust it on a trip like that with a car in tow. Any mountains on the trip?
C