My truck is a 1993 Dakota Extra Cab 3.9 4x4 5-speed manual with 3.55 gears. This setup is rated to tow 4,100 lbs. I want to tow a car weighing about 2900 lbs on a dolly weighing 750lbs. Then I will have a motor in the bed weighing maybe 300 lbs. So, hauling 300 lbs plus 3700 lbs behind me.

I'm not concerned with power. I'm concerned with brakes. There are no huge mountains but I need to tow it about 200 miles. I don't believe the tow dolly has surge brakes like the transporter does. Uhaul says this set up will work fine and they say nothing about brakes.

My brakes are completely redone except for the master cylinder and abs module, but I'm still concerned about the possibility of overheating.

 

I can tell you I once towed about 5500 lbs with mine for about 5 miles and never got over 35 mph. Wouldn't want to do that again!! But for mine, it was more of a power thing then brakes.
I think any trailer rated for a gross weight of 3500 or more is required to have brakes on the trailer. That being said, I would plan a slow trip and allow plenty of room in front of you to stop.
Good luck with your trip!!
BTW I have a friend who tows a S10 truck for drag racing. Its on a steel trailer. Anyways he tows it with another s10 and claims it does fine.

 

You should be fine, as long as you're careful and leave yourself plenty of stopping distance. If there are any long downgrades, though, your brakes are going to be smoking, even with the manual transmission.

 

Thanks guys! I may be renting a UHAUL truck instead. It's kind of risky to do it with my truck considering it's "just out of the hospital" so to speak. I want to make sure all the kinks are worked out. Plus I'd prefer to use a car carrier instead of a dolly, both because they're easier to maneuver and because using a dolly would require I disconnect the rear driveshaft of the car (Subaru, AWD) I'm towing.

Nothin for sure yet.