Flora Macdonald famously helped Prince Charles evade capture in the aftermath of his defeat at Culloden. With the prince disguised as her maid, they left Benbecula for Skye in a small boat just as the militia were closing in. Charles was eventually rescued by a French ship. This portrait enhances Macdonald’s role as protectress, casting her as a shepherdess gesturing at the Prince’s miniature. Her shepherdess’ crook rests gently on her shoulder.