Went down this path last year with my 55 Pickup. Bought the harness from Walcks, who I have had a preference towards doing business with all during the restoration. Anyhow, it took us one weekend, all day saturday, at a reasonable pace, and then sunday to wrap up.
We laid out the new harness in areas on a table, so that we knew roughly what went wear and familiarized ourselves with the wiring diagram. This is an important step, you want to think it through. We then looked at the old harness so as to familiarize ourselves with the routing pattern. If you have a digital camera, pictures would probably be a good idea.
We then set about removing the old harness, under the dash, then engine, then rear area. New harness started under dash, and it treed out from there. You ight want to have some plastic tie straps handy so as to help with a clean routing. The guide they give you is very basic, and certain areas not entirely clear, such as the high low switch on the floor. In several cases, ie, turn signals and hi low beam, it was a bit of trial and error.
You would also be wise to change out the dash board/dome light bulbs while you are at it. They are relatively inexpensive. I also swapped out the high low beam switch, light switch, and sensors (Temp and oil pressure) since we had to get into those areas anyway.
Go slow, and steady. I had a buddy work with me, and two hands, and at times heads, are better than one. Make sure theres some good music in the background, and some refreshments - for me it was a terrific weekend for all the right reasons.