Thank you for all the information and advices.
I didn't resist to visit EG and Lobb store in Paris during my lunch break one hour ago.
The sales guy at Lobb show me all the finishing differences between the City II and the Philip II. I do understand now the premium price for the Prestige line. Moreover when you include the shoe tree the difference is not that big. He also told me that I could order my Philip II in Museum Calf with no extra cost (I was afraid of that since Museum colors are not available anymore on their website).
On the other hand I laso fell in love with the Edward Green Berkeley in 202 last. I had the feeling these shoes would be easier in both casual and dressy way whereas the Philip II are definitively more dressy shoes to my eyes.
Honestly, I would buy the EG Berkeley on a 202 last in Dark Oak over City II in a hearth beat!