The character of this celebrated woman, heroic, yet gentle, was formed in the privacy of the strictest Highland seclusion. She was born in the island of South Uist, in 1720: she was the daughter of Macdonald of Milton. The Clan of her family was that of Macdonald of Clanranald; the Chief of which is called in Gaelic, Mack-ire-Allein, and in English, the captain of Clan Ranald. The estate of this Chief, which is held principally from the Crown, is situated in Moidart and Arisaig on the continent of Scotland, and in the islands of Uist, Benbecula, and Rum. His vassals, capable of military service, amounted in 1745 to five hundred.[274]

The Hebrides were at that time regarded in the more civilized parts of Europe somewhat in the same light as the Arctic regions are now considered by the inhabitants of England, and other polished nations: "When I was at Ferney in 1764," Boswell relates, "I mentioned our design (of going to the Hebrides) to Voltaire. He looked at me as if I had talked of going to the North Pole, and said, 'You do not insist on my accompanying you!' 'No, sir.' 'Then I am very willing you should go.'" In this remote, and, in the circles of London, almost unknown region, Flora Macdonald was born and educated.

The death of her father, Macdonald of Milton, when she was only a year old, made an important change in the destiny of the little Highland girl. Her mother married again, and became the wife of Macdonald of Armadale in Skye. Flora was, therefore, removed from the island of South Uist to an island which was nearer to the means of acquiring information than her native place.

It was a popular error of the times, more especially among the English Whigs, to regard the Highlanders of every grade, as an ignorant, barbarous race. So far as the lowest classes were concerned, this imputation might be well-founded, though certainly not so well as it has much longer been in the same classes in England. Previously to the reign of George the Third many of the peasantry could not read, and many could not understand what they read in English. There were few books in Gaelic, and the defect was only partially supplied by the instruction of bards and seneachies. But, among the middle and higher classes, education was generally diffused. The excellent grammar-schools in Inverness, Fortrose, and Dunkeld sent out men well-informed, excellent classical scholars, and these from among that order which in England is the most illiterate—the gentlemen-farmers. The Universities gave them even a greater extent of advantages. When the Hessian troops were quartered in Atholl, the commanding officers, who were accomplished gentlemen, found a ready communication in Latin at every inn. Upon the Colonel of the Hessian cavalry halting at Dunkeld, he was addressed by the innkeeper in Latin. This class of innkeepers has wholly, unhappily, disappeared in the Highlands.[275]

But it was in the island of Skye that classical learning was the most general, and there an extraordinary degree of intelligence and acquirement prevailed among the landed gentry. "I believe," observes General Stewart, "it is rather unique for the gentry of a remote corner to learn Latin, merely to talk to each other; yet so it was in Skye." The acquisition of this branch of learning was not, indeed, expensive. Latin was taught for two shillings and sixpence the quarter, and English and writing for one shilling. Indeed it is scarcely more now. The people seldom quitted their insular homes, except when on service; and, to the silence of their wild secluded scenes, the romance of poetry and the composition of song gave a relief and a charm.

The education of Flora Macdonald received probably little aid from the classical teacher; but her mind was formed, not among the rude and uncultured, but among those who appreciated letters; and the influence of such an advantage in elevating and strengthening the character must be taken into account in forming a due estimation of her heroic qualities. Thus situated, Flora passed her life in obscurity, until, at the age of twenty-four, the events which succeeded the battle of Culloden brought those energies, which had been nurtured in retirement, into active exertion. Indeed, until about a year before she engaged in that enterprise which has rendered her name so celebrated, she had never quitted the islands of South Uist and Skye; she had, at that time, passed about nine months in the family of Macdonald of Largoe in Argyleshire, and this was the only change of scene, or of sphere, which she had ever witnessed.[276]

Her step-father was an enemy to the cause which, from her earliest years, her heart espoused. A company of militia had been formed to assist the British Government by Sir Alexander Macdonald, the chieftain of one division of the clan, and in this regiment Macdonald of Armadale held a commission as captain, at the time when the Duke of Cumberland was "making inquisition for blood" throughout the western Highlands. But the prepossessions of Flora were unalienably engaged in favour of the exiled Stuarts; and they were not, perhaps, the less likely to glow from being necessarily suppressed. Her disposition, notwithstanding all her subsequent display of courage, was extremely mild; and her manners corresponded to her temper. Her complexion was fair; and her figure, though small, well-proportioned. In more advanced life Boswell, who with Dr. Johnson visited her, characterized her person and deportment as "genteel." There was nothing unfeminine, either in her form or in her manners, to detract from the charm of her great natural vivacity, or give a tone of hardness to her strong good sense, calm judgment, and power of decision. Her voice was sweet and low; the harsher accents of the Scottish tongue were not to be detected in her discourse; and she spoke, as Bishop Forbes relates, "English (or rather Scots) easily, and not at all through the Erse tone." In all the varied circumstances of her life, she manifested a perfect modesty and propriety of behaviour, coupled with that noble simplicity of character which led her to regard with surprise the tributes which were afterwards paid to her conduct, and to express her conviction that far too much value was placed upon what she deemed merely an act of common humanity.

In Skye, the "Isle of Mist" of the poet, she could hear imperfect intelligence of the wanderings of the Jacobite leaders. She was connected by kindred with some under whose roof the Prince had taken refuge.

The first movement which the Prince made after taking leave of Lord Lovat at Gortuleg, was to repair first to Fort Augustus, and then to Invergarie near Fort Augustus. Here he took leave of those followers who had attended him as he quitted the field of Culloden; and retained only Mr. O'Sullivan, Captain O'Neil, Captain Alan Macdonald, and one Burke, a servant. It was not until he had remained a whole day at Fort Augustus that the Prince could be persuaded that all hopes of his troops rejoining him were at an end. On Friday, the eighteenth of April, he went to Lochnargaig, where he stayed one night with Dr. Cameron of Glenkearn; and on the following day he proceeded to Oban, which is situated on a corner of Clanranald's estate. He was, therefore, under the protection of a kinsman of Flora Macdonald. He pursued his journey on the next day to the country of Arisaig, and rested at a small village called Glenbeisdale, whence he proceeded to Boradale, the place at which he had first landed in beginning the enterprise which was now terminated.

It had been the opinion of Clanranald, one of the Prince's most faithful adherents, that he ought not to leave the mainland, but to take shelter in different small huts, which should be built for his accommodation; whilst Clanranald should take a trip to the Isles, and look out for a vessel to convey the unfortunate wanderer into France. By the influence of Mr. O'Sullivan this counsel was overruled; and Clanranald, finding that Charles was determined to sail for Long Island, provided an eight-oared boat, which belonged to Alexander Macdonald of Boradale; and, having provided it with rowers and other requisites for the voyage, the party set sail from Lochnanuagh for the Isle of Uist on the twenty-fourth of April. They assumed false names: the Prince was called Mr. Sinclair; Mr. O'Sullivan was old Sinclair, his father; Captain Alan Macdonald, a relation of Clanranald, became Mr. Graham.[277] Donald Macleod the pilot, and about six men, rowers, also accompanied the Prince, but did not change their names; a clergyman of the Church of Rome attended the party. The design which Charles Edward had formed, was to reach the Long Island, under which name are comprehended those Western Islands which run in a straight line from north to south, and are at a short distance from each other. From some part of the Long Island Charles hoped to procure a vessel in which he could escape to France, or at any rate to Orkney, and thence to Norway or Sweden. At this time a proclamation, offering a reward of thirty thousand pounds for his apprehension, had been issued by the British Government.