Lots of willing volunteers
if I was doing it...plan about 4 days in spring, 2hrs per leg..2 to 3 legs per day.
Coastal route then up through France would be nicest IMHO, but fuelling in France can be a pain....if money no object, get a small fuel truck to drive down and then follow you from Milan..it might be cheaper..not sure you can claim fuel drawback though when it goes on the ferry across to France
..but UK 100LL will be cheaper than on the continent.
if you use something like Flitestar, you can set speed, leg, etc., and drag the route between ADs to avoid high ground..drop me a PM and I'll do it for you next week when I am home if you like