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tips for multi country travel

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Hi! Planning ahead to take my 18 yr old (will be at time of travel) sons to Europe for their HS graduation in 2016. Hoping to hit London, Ireland, Germany (definitely Berlin - last time I was there, there was a wall!) and possibly Rome. We're planning for 3 weeks. We visited Alaska this summer and I got GrEAT tips using these forums and am hoping you all can help this time!!!
I don't want to have to drive, so info re: trains, ferries, hotels w/i walking distance to public transportation, etc would be awesome!
I can't say that $$ is no object, but I don't want to spend any needlessly/stupidly.
Any particularly neat places to visit, off the beaten track is ok too.
Any advice would be great!!!! :D

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