That such was the actual condition of affairs in 1739 there is no doubt. However, a partial truth may change the appearance. George Philp, who at Savannah in 1740, declared that for the same year the people "are as incapable of improving their lands and raising produces as the people in the northern division, as appears from the very small quantity of Indian corn which hitherto had been the chief and almost only produce of the province, some few potatoes excepted; and as a proof of which, that he was in the south in May last, when the season for planting was over, and much less was done at Frederica than in former years; and that the people in Darien did inform him, that they had not of their own produce to carry to market, even in the year 1739, which was the most plentiful year they ever saw there, nor indeed any preceding year; nor had they (the people of Darien) bread-kind of their own raising, sufficient for the use of their families, from one crop to another, as themselves, or some of them, did tell this deponent; and further, the said people of Darien were, in May last, repining at their servants being near out of their time, because the little stock of money they carried over with them was exhausted in cultivation which did not bring them a return; and they were thereby rendered quite unable to plant their lands, or help themselves any way."[88]

It was one of the agreements made by the Trust that assistance should be given the colonists. Hence Oglethorpe speaks of "the £58 delivered to Mr. McIntosh at Darien, it was to support the Inhabitants of Darien with cloathing and delivered to the Trustees' Store there, for which the Individuals are indebted to the Trust. Part of it was paid in discharge of service done to the Trustees in building. Part is still due and some do pay and are ready to pay."[89]

The active war with Spain commenced by the murder of two unarmed Highlanders on Amelia Island, who had gone into the woods for fuel. It was November 14, 1739, that a party of Spaniards landed on the island and skulked in the woods. Francis Brooks, who commanded a scout boat, heard reports of musketry, and at once signaled the fort, when a lieutenant's squad marched out and found the murdered Highlanders with their heads cut off and cruelly mangled. The Spaniards fled with so much precipitation that the squad could not overtake them, though they pursued rapidly. Immediately Oglethorpe began to collect around him his inadequate forces for the invasion of Florida. In January, 1740, he received orders to make hostile movements against Florida, with the assurance that Admiral Vernon should co-operate with him. Oglethorpe took immediate action, drove in the Spanish outposts and invaded Florida, having learned from a deserter that St. Augustine was in want of provisions. South Carolina rendered assistance; and its regiment reached Darien the first of May, where it was joined by Oglethorpe's favorite corps, the Highlanders, ninety strong, commanded by Captain John Mohr McIntosh and Lieutenant MacKay. They were ordered, accompanied by an Indian force, to proceed by land, at once, to Cow-ford (afterwards Jacksonville), upon the St. Johns. With four hundred of his regiment, Oglethorpe, on May 3d, left Frederica, in boats, and on the 9th reached the Cow-ford. The Carolina regiment and the Highlanders having failed to make the expected junction at that point, Oglethorpe, who would brook no delay, immediately proceeded against Fort Diego, which surrendered on the 10th, and garrisoned it with sixty men under Lieutenant Dunbar. With the remainder he returned to the Cow-ford, and there met the Carolina regiment and McIntosh's Highlanders. Here Oglethorpe massed nine hundred soldiers and eleven hundred Indians, and marched the whole force against Fort Moosa, which was built of stone, and situated less than two miles from St. Augustine, which the Spaniards evacuated without offering resistance. Having burned the gates, and made three breaches in the walls, Oglethorpe then proceeded to reconnoitre the town and castle. Assisted by some ships of war lying at anchor off St. Augustine bar, he determined to blockade the town. For this purpose he left Colonel Palmer, with ninety-five Highlanders and fifty-two Indians, at Fort Moosa, with instructions to scour the woods and intercept all supplies for the enemy; and, for safety, encamp every night at different places. This was the only party left to guard the land side. The Carolina regiment was sent to occupy a point of land called Point Quartel, about a mile distant from the castle; while he himself with his regiment and the greater part of the Indians embarked in boats, and landed on the Island of Anastatia, where he erected batteries and commenced a bombardment of the town. The operations of the beseigers beginning to relax, the Spanish commander sent a party of six hundred to surprise Colonel Palmer at Fort Moosa. The Spaniards had noted that for five nights Colonel Palmer had made Fort Moosa his resting place. They came in boats with muffled oars at the dead of night, and landed unheard and undiscovered. The Indians, who were relied on by Palmer, were watching the land side, but never looked towards the water.

Captain Macintosh had remonstrated with Colonel Palmer for remaining at Fort Moosa more than one night, until it produced an alienation between them. The only thing then left for MacIntosh was to make his company sleep on their arms. At the first alarm they were in rank, and as the Spanish infantry approached in three columns they were met with a Highland shout.

The contest was unequal, and although the Highlanders rallied to the support of MacIntosh, their leader, and fought with desperation, yet thirty-six of them fell dead or wounded at the first charge. When Colonel Palmer saw the overwhelming force that assaulted his command, he directed the rangers without the wall to fly; but, refusing to follow them, he paid the debt of his obstinacy with his blood.

The surprise at Fort Moosa led to the failure of Oglethorpe's expedition. John Mohr MacIntosh was a prisoner, and as Oglethorpe had no officer to exchange for him, he was sent to Spain, where he was detained several years—his fate unknown to his family—and when he did return to his family it was with a broken constitution and soon to die, leaving his children to such destiny as might await them, without friends, in the wilds of America, for the one who could assist them—General Oglethorpe—was to be recalled, in preparation to meet the Highland Rising of 1745, when he, too, was doomed to suffer degradation from the duke of Cumberland, and injury to his military reputation.

It was the same regiment of Spaniards that two years later was brought from Cuba to lead in all enterprises that again was destined to meet the remnant of those Highlanders, but both the scene and the result were different. It was in the light of day, and blood and slaughter, but not victory awaited them.

The conduct of the eldest son of John Mohr MacIntosh is worthy of mention. He was named after his grand uncle, the celebrated Old Borlum (General William MacIntosh), who commanded a division of the Highlanders in the Rising of 1715. William was not quite fourteen years of age when his father left Darien for Florida. He wished to accompany the army, but his father refused. Determined not to be thwarted in his purpose, he overtook the army at Barrington. He was sent back the next day under an armed guard. Taking a small boat, he ferried up to Clarke's Bluff, on the south side of the Alatamaha, intending to keep in the rear until the troops had crossed the St. Mary's river. He soon fell in with seven Indians, who knew him, for Darien had become a great rendezvous for them, and were greatly attached to the Highlanders, partly on account of their wild manners, their manly sports and their costume, somewhat resembling their own. They caressed the boy, and heartily entered into his views. They followed the advancing troops and informed him of all that transpired in his father's camp, yet carefully concealing his presence among them until after the passage of the St. Mary's, where, with much triumph, led him to his father and said "that he was a young warrior and would fight; that the Great Spirit would watch over his life, for he loved young warriors." He followed his father until he saw him fall at Fort Moosa, covered with wounds, which so transfixed him with horror, that he was not aroused to action until a Spanish officer laid hold of his plaid. Light and as elastic as a steel bow, he slipped from under his grasp, and made his escape with the wreck of the corps.

Those who escaped the massacre went over in a boat to Point Quartel. Some of the Chickasaw Indians, who also had escaped, met a Spaniard, cut off his head and presented it to Oglethorpe. With abhorence he rejected it, calling them barbarian dogs and bidding them begone. As might be expected, the Chickasaws were offended and deserted him. A party of Creeks brought four Spanish prisoners to Oglethorpe, who informed him that St. Augustine had been reinforced by seven hundred men and a large supply of provisions. The second day after the Fort Moosa affair, the Carolina[90] regiment deserted, the colonel leading the rout; nor did he arrest his flight until darkness overtook him, thirty miles from St. Augustine. Other circumstances operating against him, Oglethorpe commenced his retreat from Florida and reached Frederica July 10, 1740.

The inhabitants of Darien continued to live in huts that were tight and warm. Prior to 1740 they had been very industrious in planting, besides being largely engaged in driving cattle for the regiment; but having engaged in the invasion of Florida, little could be done at home, where their families remained. One writer[91] declared that "the people live very comfortably, with great unanimity. I know of no other settlement in this colony more desirable, except Ebenezer." The settlement was greatly decimated on account of the number killed and taken prisoners at Fort Moosa. This gave great discontent on the part of those who already felt aggrieved against the Trust.