The town of Youghal, which had always been under the influence of his family, was at this time fervently Catholic. The Jesuits kept a school there, and the townsmen had been 'daily instructed in Christian doctrine, in the celebration of the Sacrament, and in good morals, as far as the time permitted, but not without hindrance.' The corporation were uneasy, and sent two messengers, of which one was a priest, to fetch powder from Cork. Sir Warham St. Leger, who had been acting as Provost Marshal of Munster since Carter's death, gave the powder or sent it, and offered to send one of Sir Humphrey Gilbert's well-armed ships to protect the town, which the fallen wall laid open to attack. But the corporation refused to incur the expense of supporting Gilbert's sailors or Ormonde's soldiers, and made little or no preparation for their own defence. On Friday, November 13, Desmond, accompanied by the Seneschal of Imokilly, encamped on the south side of Youghal, near the Franciscan priory, which his own ancestors had founded. He gave out that his intentions were harmless, and that he had come only to send messengers to Ormonde, who could prove that he had been wrongfully proclaimed traitor. Meanwhile, he demanded wine for his men, and the mayor, who was either a fool or a traitor, let him take the ferry-boat, which was the only means by which the town might be relieved from the Waterford side. The Geraldines were to take two tuns of wine, and then depart; but during Saturday and Sunday morning they had frequent conversations with their friends on the walls. The result was that they mustered with evidently hostile intentions, and that the mayor ordered the gunners in the round tower, which commanded the landing-place, not to fire first, although they had a 'saker charged with a round shot, a square shot, and a handspike of an ell long, wherewith they were like to have spoiled many of them. One elderly man of the town commanded not to shoot off lest the rebels would be angry therewith, and threatened to kill the gunner if he would give fire.' Other sympathisers had already carried out ladders and hung ropes over the walls. With such help the rebels easily entered the breach, and in an hour all was over. Wives and maidens were ravished, and the town was ruthlessly sacked. Many of the inhabitants helped the work, 'notwithstanding that they saw the ravishing of their women, the spoiling of their goods and burning of their houses, and that (which is most detestable treason), notwithstanding that they saw the Earl and Sir John, the Seneschal of Imokilly, and divers others draw down in the court-house of the town her Majesty's arms, and most despitefully with their daggers to cut it and thrust it through.' 'This they did,' Ormonde added, 'as an argument of their cankered and alienated hearts.' The plunder was considerable, and the Four Masters sympathetically record that many a poor indigent person became rich and affluent by the spoils of this town.