I used to tow all kinds of stuff around the US behind a '91 escort GT 5 speed. I regularly towed a fairly light trailer with two sportbikes or two dirt bikes and gear for a week worth of riding. Each sport bike was 400-500 pounds wet + leathers, coolers, gas tanks, etc.
A few times I towed a fairly large flatbed with three sportbikes from S. Fl to Tn. or Al. Biggest issues I had was having my fuel mileage halved and I popped a power steering hose winding through the woods somewhere near Ocala, but I had 150k miles at the time, so it may have been age related. The OE clutch was still in place when I sold it at 196k.
Even back then, I used to load everything very carefully to get the balance right and do everything I could to minimize the risk. The hitch was overbuilt and structurally better than what you can get off the shelf today for small cars.
I would never do it again. Once I upgraded to a full size truck, I never looked back w/ regard to heavy trailers. I have towed small trailers with my G35, around ~1,200 lbs on multiple 2,000 mile trips when I didn't have a truck, but not anymore.
Now it's trailer w/ brakes and a truck if I am near the weight limit (current car has 3,500 lb. limit) even if I have to rent something.