Now to your remarks in the first post.
Not fitting in all streets of historic towns. Some streets you really don't fit, but most main streets even in historic towns are no problem. The biggest problem will be your turning circle and if you have power steering (a must).
Another problem will be the parking: towns are more and more congested. You might be able to drive through, but not able to park anywhere. And police is very quick with the so-called yellow shoes (immobilizers). And as said by Guyfang, more and more towns are restricting diesel cars totally or over-sized cars to specific hours.
As you said already, the solution is to stay at the edge of towns in a nice place and use the bike to get there. Nice places can include tank stations at the edge of town or camping places. Beware of overnight big truck stops especially in Calais (migrants trying to get into the UK) or Italy and probably also Balkans and more easterly; they are a prime target for thieving gangs.
LHD in the UK. In principle no problem if you are careful and keep it slow. Beware the UK has very narrow rural roads with stone walls around it and hardly space for turning. Very romantic, but it can be a nightmare to drive.
UK-Brexit. Beware that when you doing your trip, the UK will not be in the EU anymore (probably). So you might need different papers for the UK and the EU, and you might run into serious waiting times at the crossing points.
I'm starting my plan on getting my deuce (custom camper in the bed) ready for a world tour, probably in 2020, for a year or so. Besides a few tools, a spare tire, and a sat phone, I suppose I'll just wing it which is how I usually travel. However, maybe others have some tips if you've driving it overseas? I've already taken some long US trips and I will start my trip on the US West coast and ship to England from the East, eventually coming back to the West from either Australia or Japan, maybe stopping in Hawaii.
Have fun with that one. Quite serious, don't even start think about it like that.
- 1 - Even if your truck has been completely overhauled, bring lots of spare parts. In the EU, there are virtually NO places where you can get spare parts for your truck; the Netherlands is about the last place which has a lot of surplus stuff. To give an impression, I tried to get a steering box shipped from the USA. Shipping alone would have set me back around $ 700 to $ 1,000. Shipping an entire new truck could be cheaper than 5 times shipping some missing parts. Also, in the USA, you can get a lot of the smaller and regular stuff in any larger shop. For a Deuce in Europe: not so. I am now already looking a few weeks for a single 5-cents 1 inch large brake bleeder valve: no dice; wrong size and -more important- wrong thread speeds. Deuces are non-metric;
NOTHING from here fits, from the smallest screw to oil or fuel filter to whatever you need. Same with brake lines; wrong sizes.
- 2 - With repairs, if you need professional help, shipping another Deuce might be cheaper than having it repaired here. If you break down on a German or Swiss highway you might run into a lot of problems including fines and mandatory towing fees to get your truck of the high way.
- 3 - Please make sure your Deuce has a double-circuit brake system. If your brakes fail and you have a single system, you have a very serious problem (even if you and all in front of you are still alive). If it just fails, without parts you just are stuck. If you make an accident, even without victims, don’t count on getting off lightly in the EU. Here are umbrella articles in the laws saying that a vehicle has to be legal and road worthy. If its not considered safe, they can and will stop you.
Apart from the above,there is no Steel Soldiers community outside the USA that can come to the rescue (although I and probably some others would throw tools and stuff in the back of the car and trying to come to the rescue).
Having said that, these are all easily solvable things or points to bear in mind, still sounds like great fun.