I have pulled a trailer with my 2001 Suzuki Intruder 1500, it was a Kwik Kamp tent trailer, empty weight about 350 maybe, loaded, somewhere arround 500. Pulled like a champ. I added a sidecar to the intruder and pulled it some more. Then I upgraded to a Goldwing with a Hannigan double wide sidecar. Went on a Texas to Cali and all the way up the coast to the tip of Washington and back to Texas, loaded heavy. Roughly with my wife + gear + camper trailer = 2,300 lbs. roughly.
Since the trip last summer, I added a little taller tires and stepped up my hitch a couple of inches for extra clearance. Only thing I would do differently would be to not take so much damn stuff!