I've heard and i'm quite sure that there is a possibility to ship your bike by air from magadan to anchorage! You will find some information through the search function in the HUBB. It's been discussed recently.
But if you want to drive up to the north-eastern-most point in russia, you will have some difficulties crossing the rivers and the taiga. Take care that you don't bog down :-) Winter would be better, but a lot colder. No streets up to the bering strait :-)
So, where do you intend to go? Magadan, Kamtshatka? Vladivostok? Maybe we can give you some better information if you know more or less where you will end up in the russian far-east!
Marco
http://www.schnueriger.net
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