Well, in summer 2013 we went in the opposite direction, from Russia to Turkey. Absolutely no problems in Georgia, beside an occasional pothole or two, and pretty aggressive drivers in Batumi. Tbilisi is a nice place. In the matter of fact the whole Caucasus is beautiful, so, if you have time, spend at least a week or two there. I could recommend a sight or two, but Google is your friend, as I do not know what you like. Go to Armenia and Azerbaijan as well. The only unpaved road that you have to take, as it is, or at least was, the only crossing to Russia, (Kazbegi-Verkhny Lars) is the last part of "Georgian Military Highway", and it was under construction at that time. So now you might have only a few dozen kms of dirt road to take. In southern Russia the roads are generally nice, but be prepared for very bad roads in Kazakhstan. The bit between Astrakhan and Atyrau is terrible, then if you go north to Uralsk you have an excellent road, but I suppose that you will go east if you aim for Singapore. How do you plan to get there? China or...? No special papers for Georgia. At the border crossings just ride as long as you can, you will eventually be stopped either by a ramp or a guy with a gun, then smile, act naive, yell "tourist", and you will allways go first as a biker. We were even allowed to go with the bike through a pedestrian gate, as the road was completely blocked with vehicles.
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