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Trip outside of Boston

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My husband & I will be attending a convention in Boston from May 1-5 and we would like to take a post meeting adventure.

We would like to spend about 3-4 days traveling by car to see some sights in driving distance from Boston. Maybe Cape Cod or points north?

We were thinking about taking a train out of Boston and renting a car in a smaller city to begin our travels in order to avoid driving in Boston.

We enjoy beautiful scenery, back roads, (my husband is a photographer) and I would be happy with some great antique stores!

The follow up question, before we book our flights, would be should we fly out of a different city by to San Diego (where we live) in order not to have to back track to Boston to fly home.

Thank you for your help!

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