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travel around the Black Sea

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Hi, I'm thinking of taking a trip around the Black Sea area, starting in Istanbul and ending in Odessa. I don't want to take a tour or a cruise, I like to travel on my own. I have a feeling though, that particular travel route might be kind of difficult. Has anybody got any experience with winging it along the Black Sea coast? Taking trains, etc? Finding hotels on the fly? Safety issues? Thanks!

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