Cuttyhunk Island is the outermost Elizabeth Island, off the coast of Massachusetts. A small outpost for the harvesting of sassafras was occupied for a few weeks in 1602, arguably making it the first English settlement in New England. The island is a one-hour ferry ride from New Bedford. 

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When participants are not working, they can swim at one of the two beaches on island, take walks along the winding paths that lead to oyster ponds and shorelines scattered with sea glass, or head down to the docks for a lobster roll and ice cream.