With this military purpose on his mind, Antony sailed to Greece with his new wife, where he behaved in a most extravagant manner, assuming the attributes of the god
Dionysus (39 BC). But the rebellion in
Sicily of
Sextus Pompeius, the last of the Pompeians, kept the army promised to Antony in Italy. With his plans again severed, Antony and Octavian quarreled once more. This time with the help of Octavia, a new treaty was signed in
Tarentum in 38 BC. The triumvirate was renewed for a period of another five years (ending in 33 BC) and Octavian promised again to send legions to the East.
But by now, Antony was skeptical of Octavian's true support of his Parthian cause. Leaving Octavia pregnant with her second child Antonia in Rome, he sailed to
Alexandria, where he expected funding from Cleopatra, the mother of his twins. The queen of Egypt lent him the money he needed for the army, and after capturing
Jerusalem and surrounding areas in
37 BC, he put in
Herod the Great as puppet king of
Judaea. After invading
Cilicia and
Syria, Antony invaded the
Parthian Empire with an army of 100,000 legionnaries but the campaign proved a disaster. After a series of defeats in battle, Antony lost most of his army during a retreat through
Armenia in the peak of winter.
Meanwhile, in Rome, the triumvirate was no more. Lepidus was forced to resign after an ill-judged political move. Now in sole power, Octavian was occupied in wooing the traditional Republican aristocracy to his side. He married
Livia and started to attack Antony in order to raise himself to power. He argued that Antony was a man of low
morals to have left his faithful wife abandoned in Rome with the children to be with the promiscuous queen of Egypt. Antony was accused of everything, but most of all, of "becoming native", an unforgivable crime to the proud Romans. Several times Antony was summoned to Rome, but remained in Alexandria with Cleopatra.
Again with Egyptian money, Antony invaded Armenia, this time successfully. In the return, a mock
Roman Triumph was celebrated in the streets of Alexandria. The parade through the city was a
pastiche of Rome's most important military celebration. For the finale, the whole city was summoned to hear a very important political statement. Surrounded by Cleopatra and her children, Antony was about to put an end to his alliance with Octavian. He distributed kingdoms between his children:
Alexander Helios was named king of Armenia and
Parthia (which was never conquered by Rome), his twin
Cleopatra Selene got
Cyrenaica and
Libya, and the young
Ptolemy Philadelphus was awarded Syria and
Cilicia. As for Cleopatra, she was proclaimed Queen of Kings and Queen of Egypt, to rule with
Caesarion (Ptolemy XV Caesar, son of Julius Caesar), King of Kings and King of Egypt. Most important of all, Caesarion was declared legitimate son and heir of Caesar. These proclamations were known as the
Donations of Alexandria and caused a fatal breach in Antony's relations with Rome.
Distributing insignificant lands among the children of Cleopatra was not a peace move, but it was not a serious problem either. What did seriously threaten Octavian's political position, however, was the acknowledgement of Caesarion as legitimate and heir to Caesar's name. Octavian's base of power was his link with Caesar through
adoption, which granted him much-needed popularity and loyalty of the legions. To see this convenient situation attacked by a child borne by the richest woman in the world was something Octavian could not accept. The triumvirate expired on the last day of 33 BC and was not renewed. Another civil war was beginning.
During 33 and 32 BC, a propaganda war was fought in the political arena of Rome, with accusations flying between sides. Antony (in Egypt) divorced Octavia and accused Octavian of being a social upstart, of usurping power, and of forging the adoption papers by Caesar. Octavian responded with treason charges: of illegally keeping provinces that should be given to other men by
lots, as was Rome's tradition, and of starting wars against foreign nations (Armenia and Parthia) without the consent of the Senate. Antony was also held responsible for
Sextus Pompeius' execution with no trial. In 32 BC, the Senate deprived him of his powers and declared war against Cleopatra. Both consuls (Gnaeus Domitius Ahenobarbus and
Gaius Sosius) and a third of the Senate abandoned Rome to meet Antony and Cleopatra in Greece.
In 31 BC, the war started. Octavian's loyal and talented general
Marcus Vipsanius Agrippa captured the Greek city and naval port of
Methone, loyal to Antony. The enormous popularity of Octavian with the legions secured the defection of the provinces of Cyrenaica and Greece to his side. On
September 2, the naval
Battle of Actium took place. Antony and Cleopatra's navy was destroyed, and they were forced to escape to Egypt with 60 ships.
Octavian, now close to absolute power, did not intend to give them rest. In August 30 BC, assisted by Agrippa, he invaded Egypt. With no other refuge to escape to, Antony committed suicide by stabbing himself with his sword in the mistaken belief that Cleopatra had already done so (30 BC). A few days later, Cleopatra committed suicide. Her servants, Iras and
Charmion, also killed themselves, and Caesarion was murdered. Antony's daughters by Octavia were spared, as was his son,
Iullus Antonius. But his elder son,
Marcus Antonius Antyllus, was killed by Octavian's men while pleading for his life in the Caesarium.