1638A cut, or passage through the narrow part of the land from Ipswich Bay to Massachusetts Bay, was first discussed by the colonial government.Economy and Industry, Government and Public Service, Infrastructure, Transportation

Massachusetts Colony; Nathanial Bradstreet Shurtleff ed.; Massachusetts General Court. Records of the Governor and Company of the Massachusetts Bay in New England. Printed by Order of the Legislature. W. White, 1853, https://archive.org/details/recordsofgoverno01mass/page/n5/mode/2up?view=theater
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According to early records of the General Court, “Mr. Endicott was willed to send 3 to veiwe Cape Ann, whether it may not bee cut thorow, & to certify how they find it.” Such a cut would allow ships to pass through from Ipswich Bay to Massachusetts Bay without having to round Cape Ann, which was already littered with shipwrecks.

Massachusetts Colony; Nathanial Bradstreet Shurtleff ed.; Massachusetts General Court. Records of the Governor and Company of the Massachusetts Bay in New England. Printed by Order of the Legislature. W. White, 1853, https://archive.org/details/recordsofgoverno01mass/page/n5/mode/2up?view=theater
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