As you can see it will take 2 separate rides to complete. The north and west followed by south and east in the next.Dang man! you and I have a lot in common.... I drove my R80GS from Ushuaia to Washington DC, but clearly avoiding a few countries all in all almost 30K miles.
what shipyards are you going to visit? Maybe you can share some of the info you learn?
Ideally I would like to hit Yachtwerft Benjamin in Emdem Germany then ride to the Holland and check out Saffier then to Koudekerke to Essense Yachts then on to Brest to some of the best builders including those for Pogo then ride some countryside. On the second portion or if I get more time - down to Grand Soleil in Italy with a stop over in Como, Bologna for a track day at Ducati and then to Venice, ferry to Croatia, Slovenia, Dolomites and back to Germany.
I really look forward to learning as much as I can, take lots of photos and videos and take in and share what I learned.
for what it is worth and not the direction the OP is going - I do like the Essence 33. It works for me aesthetically, i like she is fast enough, the lower freeboard and the kind of sailing I like to do plus has a cockpit that can entertain my friends.