That is a pretty good sized load; I was picturing something more like a bike in an open dolly - not a full blown covered job. Nice trailer btw...
At first I would say no problem with only twice a year, but 2000 miles is a long way each time and with that distance I must assume there are substancial hills/mountains at some point. I would guess this wouldn't be too bad, but still you'd probably be better off with the V8, no sense in putting the extra strain on the V6 and have it crap out on you during one of the trips.
There are 100s of guys with the V8 that I am sure that can provide more details...
I've only towed some light items and recovered a jeep with no power issues to speak of.