Hi, yes, we did it a few years ago (pre-DC). Organised it ourselves. It was great.
We camped which was fun and easy to do. Pre-booked some sites and found others as we went along. Our friends were getting married in Malcesine, Lake Garda and we wanted to attend but explore Europe too. I'm not sure what you're planning accommodation-wise but there were many guest houses, small hotels and B&Bs along the route.
Went from York to Dover, ferry to Calais. Then drove through Northern France and into Belgium for our first stop.
Then we did several countries in one morning (as far as I remember, definitely including Luxembourg) and ended up in Germany near Friedrichshafen on the shores of Lake Constance where we stayed for a few days. Great place.
We left over the mountain passes often referred to by Top Gear as the best driving roads in the world - glorious scenery but odd to be wearing shorts and driving through snow. Through Davos and Bormio and dropped down into Northern Italy.
Stayed for a few days on the shores of Garda, met up with friends, had a lovely time at the wedding and then exited south.
Drrove round the bottom of Garda and headed west through Milan and Turin, then into France where we camped in the Ardeche for several nights. Then up country to Epernay and the Champagne region for 2 nights before a bit of a dash for the ferry.
It's only writing it down that makes me realise how much we did!
We got a European sat nav for the trip but DH cocked up the memory card (don't ask) which meant it kept getting lost so we resorted to a big atlas a lot of the time. We booked Belgium and Italy but nowhere else - although we did some research and had an idea of possible sites - and only once (Germany) were turned away as a site was full. Used the internet and various camping books. The Germany tourist board were hugely efficient and helpful, and sent us loads of information and a big campsite guidebook.
You've got to enjoy driving to do as much as we did. The toll roads were quick but we spent a lot of them over the course of the holiday and although we felt we'd had an adventure when we came home, it wasn't as relaxing as two weeks on a beach. We do have some fantastic memories though: totally worth doing and we saw bits of Europe we never would have otherwise.
Good luck!