Just a couple of suggestions after looking at the trailer you are looking at in the Georgia.
1.) You'll probably kick yourself in the long run if you get that one with what looks like the 36" side door. You'll be much happier with a 48" side door.
2.) You might check some trailer manufacturers around Elkhart, IN. It's where many different trailer companies are located, and I'm sure trying to unload some overhead. It would also save you roughly 600 miles on your roundtrip...
3.) I wouldn't go any bigger than a 24' with a 1/2 ton, and like said above you will definately want to tow in 3rd instead of overdrive.
Hope that helps.
2004 TRX522R 61.6hp/41.45 ft lbs
Venom Porting, Immortal Intake & +1 KW exh. valves, 99 mm 12:1 Wiseco 2-ringer piston, +3mm stroker crank, HC Stage 3 cam, 43.5mm Sredrum taper-bored FCR, Venom full exhaust, Modded ESR intake/ K&N, Dynatek prog. ignition.
2008 Yamaha Raptor 815 Venom big bore stroker 87hp/64.5 ft lbs