Inside EU I dont think it will be a problem, you´ll just need some written authorisation to cross borders, green card, etc. Done that many times.
But outside EU, places like Turkey, Syria and former Soviet Union, well I havent tried, but I would think it might be a big problem. They probably will not speak english at the border, so how do you explain them what your plans are?
I would contact the embassies or consulates of those non-EU countries that you plan to go to, and ask them. Would be good if you can get some permission from them to bring with you, and show at the border.. I would imagine that getting such permission for each country might be a huge hassle.
Ive actually crossed borders in southern Africa on a rented bike (rented from SA, then on to Mozambique, Swaziland, Lesotho, Namibia, Botswana, Zimbabwe & Zambia) and I didnt think it was possible before I tried. Not easy, but possible in the end! I would think Syria & former Soviet Union might be a lot harder, though.
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