Are you going for a full representation of the rigging? That's a LOT of string! How big is your model? The size will probably dictate how much of the rigging you can sensibly incorporate without it looking very messy or being physically impossible. The rule of thumb seems to be start at the front and work back, and at each mast work from the bottom up. There is lots of information on line - search Cutty Sark rigging - and if you want to see a masterclass in rigging a model clipper, try
this page on the Model Ship World forum. (I suggest you skip forward to about page 80 or 90 or so unless you want to see the hull being built, although that is worth a look as well.) You may well feel, as I would, that a more sparse representation of the running rigging will suffice, and some would leave it out altogether and only do the standing rigging, but ultimately the amount of detail is up to you and the scale of your model.
Above all, have fun doing it!
Greg