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how to tourist commute Plymouth to Boston

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I've been reading the forums. We're staying Plymouth and want to go into Boston for 1 or 2 different day trips during our 5 days in Plymouth. We have a Sunday and then 4 weekdays from which to choose. I believe there is a train from Plymouth with limited weekend service and a T stop in Braintree with commuter traffic and parking jams? on weekdays. So, which two days and how/where to pick up the public transportation. Family of 5, by the way.

Thanks!

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