First time poster, not 100% sure whether this is the right area to post this.

I am from QLD, Aus. This trip is ideally scheduled to happen ideally anywhere from 2-3 years time from now. There will be 3 of us. The trip begins in Deilheim, Germany, where friend #1 has family, and takes us all of the way to Okayama, Japan.

After flying to Germany. We will travel south east along the Adriatic coast into Greece. Across Turkey into Georgia and then Azerbaijan. Freight across the Caspian into Kazakhstan - Uzbekistan - Kazakhstan again, into Russia - Mongolia - Russia and then Sakhalin Island. Then from Sakhalin into Hokkaido, and then down Japan to Okayama, where we will fly back.

So we will roughly go: Deilheim - Munich - Salzburg - Ljubljana - Dubrovnik - Podgorica - Tirana - Thessaloniki - Istanbul - Tbilisi - Baku - Aktau - Tashkent - Astana - Ulan Bator - Never - Vanino - Korsakov - Wakkanai - Sapporo - Hakodate - Tokyo - Kyoto - Okayama.

Here is what the trip will somewhat look like:

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This trip still seems ridiculous in size to me, but I am determined on making it happen. I am a filmmaker/photographer so the opportunities would be endless, and it would overall just be the experience of a lifetime.

Neither of the 3 of us have any intercontinental motorcycle experience, but we aren't worried about that. We would each have roughly $15,000 to take, excluding the costs beforehand.

Here are my questions:

Is this trip even doable? If not, what needs to change? Even if it is doable, is there a better, more memorable route we could take?

We are planning on buying bikes in Germany, I have done extensive research and think it may be possible. But is it a better idea to ship them over? Will we be able to possibly sell them again at the end of our trip?

Is $15,000 each enough to take? How long will that get us. We have no time limit. We are planning to prolong the trip as greatly as possible. Since we can just travel off of free short-term tourist visas in a lot of countries, we were planning to maximize our time in each country (usually have 30 - 90 days). We will definitely travel as cheaply as possible, camping, couchsurfing, cheapest possible food, no excess spending at all.

Sorry that this post just rambled on. Even if I could get a single response to one of the questions, that would be extremely useful. Since there doesn't seem to be an abundance of resources online regarding this exact route.

Thank you!
Noah