This 1771 captain’s home is along the initial ascent of Nantucket’s Cliff Road, where some of the island’s oldest and most sought after homes are located. A climb to the widow’s walk gives a panorama of downtown Nantucket and the harbor. The bright and cheery rooms range from a tiny single tucked into an alcove to a spacious room on the first floor with a king-sized bed. The apartment is a good fit for a small family. Wine and cheese is served in the afternoon.