I honestly think its something that we must all do at least once in our lives, to see the wonderful country through the Helmet visor on our motorcycle instead of a car window. Its an experience like no other. But as you just mentioned, PLAN it.
You seriously need to make a decision to go alone, plan it out, and whether or not you are able to convince others (friends/family) to join along, just go ahead and DO IT. You will never regret it and always cherish and remember it for a long time.
It was stories that I also read on Pak Wheels that inspired me and helped me in the planning of the trip. I think there are some exceptional ideas on this site that other riders have posted along with their pictures that are more than sufficient in helping plan a safe and fun trip across Pakistan. The only thing remaining is your DECISION and EXECUTION.
Live it up, Go a Head, and Enjoy yourself through Pakistan.
In fact, I was visiting a relative last Thursday at his office and he had an old friend drop by. His friend was discussing a day trip in Balochistan to Noorani which he had made with his friends on bike. In any case, on Friday my relative discussed the idea of doing a similar trip just before we went for Jumma Namaz, after Jumma we had decided that we would do the trip the very next day since Sunday was the Pak/Bangladesh Match and we didn't want to miss it.
So we googled the location and direction, distance and so on. And from 3 pm till 7 pm we each got out bikes ready for the trip along with what necessities we needed along the way. I slept at his home overnight, and in the morning after Fajar on Saturday we left for a Day Trip to Noorani at 7 am on two bikes (my GS 150 and his Unique 70). We picked up another friend along the way and had a nice drive to Noorani and returned by 5:30 pm the same day. It was a total of 286 kms from Home to Noorni and back, just under 300 kms for the entire trip.
This is the spur of the moment type of trips, if we decide we should do it then we just do it. Actually, I have done long trips by they had never driven on bikes outside Karachi so it was the first for the two of them on a tour outside Karachi. Now they are so inspired that also are considering for a longer trip perhaps to Punjab. However, getting enough days off and deciding on the season will be a challenge for all three of us.