Could you fly all of that VFR? How about an IFR flight?
Of course you could, done something very similar myself a number of times. What you
cannot do VFR is to have a precise schedule as Adam has here. For that you need to be able to go IFR and (at least in winter) de-iced.
On a different note, Adam, you could save about 500 quid flying (Sl)Easyjet. I do take you point, however, the whole thing done in a private a/c would be much more relaxing and if not cheaper, then at least same price. Yes, you can use light a/c for real transportation.