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Help w/ trip to Rome, Prague, Amsterdam

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My wife and I are looking to go on a trip to Europe this coming May 2014. We are sure we want to go to Amsterdam and Rome (Is that the best time to go?). We are looking for a 3rd interesting "filler" city that wouldn't take away from the other 2 destinations. We thought of Prague, but from the reviews it seems as if transportation in and out of the city will be difficult. The catch to all of this, is we only have 9 days in Europe with a 10th day travel back to the US (Thursday Red Eye Flight - Following Sunday Return Flight). Any help/feedback/suggestions would be greatly appreciated.

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