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Itinerary HELP for Moscow, Kiev, Minsk, Tallinn, Helsinki...(in 14 days)

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I realize we are crazy. But is it possible? My husband and I are leaving for Russia on 01 June. We have 14 days and want to see EVERYTHING. We've slept on many a train and plan to do that when possible so that travel time is sleep time. We have a friend in Moscow (must see) and one in St. Petersburg. We plan on doing the following loop:
2-4-Moscow
5-Kiev
6-Minsk
7-Vilnius
8-Riga
9-Tallinn
10-Helskini
11-13-St. Pete
14-Moscow
Advice?
Thank you

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