Manchester-by-the-Sea Anchorage

Tucked into Manchester Harbor on Massachusetts' North Shore, this anchorage sits just south of Gloucester amid one of Cape Ann's prettiest coastal towns. You're limited to vessels 45 feet or under, and that rule is strictly enforced, so plan accordingly. The setting is classic New England — sandy beaches, a charming village within easy reach, and a harbor that feels genuinely residential rather than touristy.