Towing with a dolly?

Thanks folks.

Turns out Im working this weekend.

My Dart is regestered and a driver. Im jist leary about driving it 300 miles.

The trailer I have is a small single axle and has been modified for the Modle T drag car. im not sure the dart will clear the wheel stops that hit the big slicks. Thats why i needed the width.

I do have a steering lock.

Im thinking I will drive the Dart the first 75 or so miles down the grade then put the car on the trailer or dolly just so Im not towing down hill with no trailer brakes.

What ever I end up doing I will be careful as i love my car and would not want to loose it do to me me pulling some *** hat move...

Part of me just wants to top off the fluids and drive the car bit im afraid it to drive it that far...

Lets say I was gonna drive it 300 miles what should I be checking?
wheel bearing, tranny fluid heck all fluids, tire pressure, what.im I forgetting?