If I read the posts correctly vicandug you sound reasonably new to the 4WD scene. If this is the case I'd suggest not towing a trailer up the Tele Track, and if you are going to do the Cape you should really do some of the Tele Track to experience it.
Other areas lille Captain Billy's landing or Virillia point would probably be OK to pull the trailer into IMHO, although it has been a while since I was up there so I don't know what the tracks are like at the moment.
I've done a little bit of off road towing with a trailer and at times it can be very challenging. If you can't get past an obstacle first go you may need to reverse and have another go, particularly if you don't have a winch to pull you through.
Often the trailer can be impossible to control no matter how good you can reverse a trailer, particularly in sand in my experience. If you don't have another vehicle or other mechanism to help pull you straight you may end up doing damage to the vehicle, the trailer or both. Plus you may be stuck in a spot for an extended period of time trying to extricate yourself.
I'd have a look at some of these YouTube videos to give you an idea of what the Tele track can be like.
https://www.youtube.com/results?search_query=cape%20york%20trailer&sm=3HTH,
Jason
