Contrary to the advice of the queen and her councillors, Don Christopher determined to commence his military operations by assaulting this den of thieves. For this purpose he divided his force into three bodies, one of which he led in person, and courageously endeavoured to force his way by the three several passes which led to the summit. But after the most valiant efforts, the Portuguese were forced to desist from the attack, in consequence of great numbers of large stones being rolled down upon them by the enemy. After hearing mass on Candlemas day, the 2d of February 1542, the Portuguese returned to the attack, playing their cannon against the enemy; and though they lost some men by the great stones rolled down among them from the mountain, they at length made their way to the first gates which they broke open, and forced their way to the second gates with great slaughter of the enemy, and the loss of three Portuguese. The enemy within the second and third gates, seeing only a few men of the vanguard, opened their gates, on which the Portuguese rushed in and maintained a hot contest with the enemy till Don Christopher came up with the main body, and pressed the enemy so hard that many of them threw themselves headlong from the rocks. Many women and children were made prisoners, and much plunder was taken. The queen and her retinue went up to the mountain, expressing great admiration of the Portuguese prowess, as the fortress had always been deemed impregnable by the Ethiopians. The patriarch purified a mosque, which he dedicated to the blessed virgin, and in which mass was celebrated to the great joy both of the Portuguese and Abyssinians.
Placing a garrison of Abyssinians in this place under a native officer, the army marched on into the country of a rebel named Jarse, who now submitted to the queen and brought his men to her service, thinking nothing could withstand men who had conquered nature, so highly did they esteem the conquest of the mountain Canete. The king of Zeyla came on now with his army, covering the plains and mountains with his numbers, and exulting in the hopes of an easy victory over so small a number of men. Don Christopher encamped in good order near a mountain in full sight of the enemy. Palm Sunday and Monday were spent in skirmishing, with nearly equal loss on both sides, but the Portuguese had so far the advantage as to compel the enemy to retreat to their camp. Don Christopher found it necessary to remove his camp, being in want of some necessaries, particularly water; and on the king of Zeyla observing the Portuguese in motion from his position on the high grounds, he came down and surrounded the Portuguese in the plain, who marched in good order, keeping off the enemy by continual discharges of their artillery and small arms. The enemy still pressing on, Don Christopher ordered Emanuel de Cuna to face about with his company, which he did so effectually, that he obliged a body of Turks to retire after losing many of their men. The Turks rallied and renewed their attack, in which they distressed De Cuna considerably, so that Don Christopher was obliged to come in person to his relief, and fought with so much resolution that he was for a considerable time unconscious of being wounded in the leg. At this time the king of Zeyla came on in person, thinking to put a favourable end to the action, but it turned to his own loss, as many of his men were cut off by the Portuguese cannon. Don Christopher was in great danger of being slain, yet continued the action with great resolution, till at length the tyrant was struck down by a shot which pierced his thigh. His men immediately furled their colours and fled, carrying him off whom they believed slain though he was still alive. This victory cost the Portuguese eleven men, two of whom were of note. After the battle, the queen herself attended Don Christopher and all the wounded men with the utmost alacrity and attention.
After the respite of a week, the Portuguese army marched towards the enemy, who came to meet them, the king of Zeyla being carried in an open chair or litter. This battle was resolutely contested on both sides. A Turkish captain, thinking to recover the honour which had been lost in the former action, made a charge with the men he commanded into the very middle of the Portuguese, and was entirely cut off with all his followers. Don Christopher on horseback, led his men with such fury into the heat of the action, that at length he compelled the enemy to turn their backs and seek safety in flight. The king of Zeyla had infallibly been taken in the pursuit, had there been a sufficient body of horse to pursue and follow up the victory. In this battle the Portuguese lost eight men. After the victory, the allied army of the Portuguese and Abyssinians, on marching down to a pleasant river found it possessed by the enemy, who immediately fled with their king. At this time the king of Zeyla sent an embassy to the Pacha of Zabit acquainting him with the distress to which he was reduced, and prevailed upon him by a large subsidy to send him a reinforcement of almost 1000 Turkish musqueteers.
Don Christopher wintered in the city of Ofar, waiting the arrival of the Abyssinian emperor. While there a Jew proposed to him, if he were in want of horses and mules, to shew him a mountain at no great distance, inhabited by Jews, where he might find a large supply of both. On that mountain the king of Zeyla had a garrison of 400 men. Having inquired into the truth of this information, and found that it was to be depended upon, Don Christopher marched thither with two companies of Portuguese and some Abyssinians, and came to the foot of the mountain which is twelve leagues in compass. Some Moors who guarded the passes were slain in the ascent, and on the top the Moorish commander met him with all his men, but Don Christopher running at him with his lance thrust him through the body. The shot of the Portuguese soon constrained the Moors to make a precipitate flight, after losing a great number of men, and the mountain was completely reduced. Great numbers of horses and mules were found in this place, which was inhabited by about 800 Jews in six or seven villages, who were reduced to obedience. According to tradition, these Jews, and many others who are dispersed over Ethiopia and Nubia, are descended from some part of the dispersion of the ten tribes. The Jew who acted as guide to the Portuguese on this occasion, was so astonished at their valour that he was converted and baptised, and by common consent was appointed governor of this mountain. Before this it had the name of Caloa, but was ever afterwards known by the name of the Jews mountain.
On the second day after the return of Don Christopher to the army, the king of Zeyla began to shew himself more bold than usual, trusting to the great reinforcement of Turkish musqueteers he had procured from Zabid. The youth and inexperience of Don Christopher allowed his valour to transport him far beyond the bounds of prudence. He ought to have retired to some strong position on the mountains, till joined by the emperor with the military power of Abyssinia, as it was impossible for him to contend against such great superiority, now that the king of Zeyla had so strong a body of musqueteers: But he never permitted himself to consider of these circumstances, till too late. On the 29th of August, the Turks made an attack upon the camp, and were repulsed, on which occasion Don Christopher was wounded in the leg and lost four men. In that part of the entrenchments defended by Emanuel de Cuna, the Turks were likewise repelled, with the loss of three men on the side of the Portuguese. In another part Francisco de Abreu was killed while fighting like a lion, and his brother Humphrey going to fetch off his body was slain and fell beside that he went to rescue. On this Don Christopher came up to relieve his men and performed wonders, till his arm was broken by a musquet-ball and he was carried off by a brave soldier. He was scarcely dressed when news was brought that the enemy had entered the entrenchments, and had slain Fonseca and Vello, two of his officers, on which he ordered himself to be carried to the place of danger. As the enemy were now decidedly victorious, some of the Portuguese abandoned their ranks and fled, as did the queen and the patriarch, both being mounted on fleet mares, each taking a different way, he from fear not knowing where he went, but she from choice as being well acquainted with the country. Don Christopher sent immediately to bring back the queen, as her flight was entirely ruinous, occasioning the disbanding of all the Abyssinian troops. But at length, seeing that all was lost, he grasped in despair a sword in his left hand, saying, Let who will follow me to die like heroes in the midst of the enemy. He was carried however from the field by mere force, with only fourteen men, accompanied by the queen and Baharnagash, seeking some place of safety. The night being excessively dark they lost their way and separated, the queen and Baharnagash being fortunate enough to get up a mountain as they were better acquainted with the country; but Don Christopher wandering with some companions, fell into the hands of the enemy, who carried him to the tyrant who was quite elated with his prize. The victors used their good fortune with the utmost barbarity, cruelly cutting down every one who fell in their way, which occasioned one to set a quantity of powder on fire that was in one of the tents belonging to the queen, by which all who were in or near it were blown up.