Long WeekendDedicate 3 days to exploring Boston, then head down to the South Shore for a day of whale-watching.
One WeekGive yourself 3 days to explore Boston before traveling to the South Shore for another 2 days. End with 2 days in Cape Cod.
Two WeeksSpend 3 days exploring Boston and 2 apiece visiting the South Shore and Cape Cod. Spend your second week relaxing on Martha’s Vineyard, or head west for a day at Old Sturbridge Village, 2 days in Northampton, and 4 days in the Berkshires.
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