As far as routes, Russia doesn't have the best access to the ocean. He'd definitely have to pass through waters claimed by nations not friendly towards him. The

As far as routes, Russia doesn't have the best access to the ocean. He'd definitely have to pass through waters claimed by nations not friendly towards him. The 3 best options are: Vladivostok, which is very close to Japan, and would be nearly impossible to not go through either South Korean or Japanese waters. Neither of which are friendly to him. Sevastopol, Which requires going through the Turkey, and then either through the straights of Gibraltar or Egypt. St Petersburg, Which requires passing through Denmark. If I were in his shoes, I'd probably try to charter a Jet coming out of Vladivostok. If that wasn't possible, I think I'd choose the Sevastopol/Gibraltar route by sea.