Having a greater number of war galleys, Agrippa could draw up his fleet in two lines, and probably did so, while Antony was restricted to one. Fairly early in the engagement, Agrippa began to feel his way around the enemy’s northern flank. Antony’s ships responded by edging northward themselves, perhaps swinging around from a north/south to a west/east axis. This had the effect of weakening Antony’s center, and to a lesser extent Agrippa’s.
The battle had been going on for a couple of hours. Although Antony’s ships were putting up a good fight, Agrippa must have been feeling well pleased. There was no way the enemy line would be able to break through.
Then an astonishing thing occurred. In the early afternoon, the wind shifted (as it regularly did every day) toward the north. Cleopatra’s squadron, lurking in the background and taking no part in the fighting, suddenly hoisted sail and plunged through the weakened center, where there was a fair amount of empty sea between groups of embattled galleys. The queen’s own ship was easy to distinguish because it had a purple sail.
The change in wind direction meant that once Cleopatra’s squadron had rounded Leucas, it could speed south with a following breeze in its sails and make its escape, easily outrunning Octavian’s sailless ships. Antony immediately extricated some vessels from his position in the north. His flagship being too heavily engaged to escape, he transferred to another and made after the queen with a small flotilla.
The ancient sources wrongly suppose that Cleopatra lost her nerve and fled out of cowardice, and that Antony followed her because he was besotted by love. Quite clearly, this was not the case. The stowing of the sails, the order of battle (with the queen’s ships kept in the rear, fresh and clear of the fighting), and the timing of the breakout to catch the afternoon wind indicate that the couple were acting out, with complete success, a carefully laid plan. While Agrippa was aware (thanks to Dellius) that a general breakout was intended, he was not expecting Cleopatra to make a getaway while the rest of Antony’s ships kept him occupied. He had played unknowingly into her hands by sailing north to outflank Antony’s right and so thinning his line.
Antony presumably hoped that other ships of his would also be able to break away, but they were fully engaged trying to fend off Octavian’s larger fleet. After about an hour, the wind strengthened. Some of Antony’s ships began to give up the unequal struggle and surrendered. Others withdrew into the Actium strait.
It is often difficult at the height of a battle for generals or admirals to know what is going on around them. Had Octavian won, or had he lost? He suspected he was the victor, but could not be absolutely sure. The light was failing. There was a swell. It was not always easy to distinguish enemy ships from those of friends. If he received any reports from across a battlefront that was probably not less than four miles long, he could not rely on them. As he was somewhere in the center of his line, he would have witnessed the queen’s departure under full sail, but could have had no idea that Antony had left the scene with her.
What Octavian did see was some sort of retreat by enemy ships. During the wars against Sextus Pompeius he had learned the hard way that admirals were often obliged to spend a sleepless night after a battle at sea. Now that he and Agrippa had probably succeeded in bottling up what remained of Antony’s fleet, they wanted to avoid any risk of it slipping away under cover of darkness or at first light. So, uncomfortable and dangerous though it was, they kept their ships at sea in the Actium roads throughout the hours of darkness.