Century of Blood

"Volantis is the oldest, the first colony of Valyria. After the Doom, the Volantenes tried to rebuild the empire under their rule. They failed.  Not least because the last Valyrian with dragons, Aegon Targaryen, entered the war against them."

- Ser Jorah Mormont

The Century of Blood, also known as the Bleeding Years', was the period of chaos lasting approximately one hundred years in which the former colonies of the Valyrian Freehold became engulfed after the destruction of the city of Old Valyria in the Doom of Valyria. Their once mighty empire fragmented, as colony cities and conquered people rose up, or local governors started looking out for themselves. The Century of Blood was not a single war but a period of general anarchy in which alliances constantly shifted. The ultimate result of these conflicts was the establishment of the nine Free Cities as separate, independent city-states, as well as the three independent cities of Astapor, Yunkai, and Meereen in Slaver's Bay.

During the Century of Blood, each of the eight former colonies that would become the Free Cities initially fought each other in a chaotic series of shifting alliances (the ninth Free City, Braavos, was not a colony of the Valyrian Freehold, but a refuge founded by slaves who escaped from it). Eventually, the oldest and most populous of the colonies, Volantis, attempted to conquer all of the other colonies in order to re-create the Freehold.

Volantis failed when all of the other Free Cities united against them. The only thing that could unite all of the other Free Cities was their determination not to be forcefully united under the rule of the Volantenes. However, the deciding factor was that the young Aegon I Targaryen, possessor of the last Valyrian dragons in the world, entered the conflict on the side of Volantis' enemies. The power of Volantis was shattered, and no further grand attempts were made to unite all of the Free Cities into a new empire.

Meanwhile, without the power of the Valyrian Freehold and its dragons to keep them in check, the Dothraki mounted hordes spilled out of the central plains of the continent to begin their great era of expansion and plundering.

In the books
In the ''A Song of Ice and Fire novels, Volantis succeeded in conquering Lys and Myr for two generations, and were on the verge of conquering Tyrosh. However, Tyrosh entered into an alliance with Pentos and the Storm Kings of the nearby Stormlands in Westeros, along with material support from Braavos. Popular rebellions in Lys and Myr aided the alliance. Fire-ships of Qohor broke Volantis' control of the Rhoyne River.

The contributions of Norvos and Lorath to the conflicts, if any, have not been mentioned.

Most importantly, however, was that Volantis had asked the young Aegon I Targaryen of Dragonstone, possessor of the last Valyrian dragons in the world, to enter the conflict on their side. Aegon may have already been pondering an invasion of Westeros, and didn't want to see a powerful new Freehold in Essos to challenge his future empire to the west, so he responded to Volantis' invitation by entering the war on the side of its enemies.

As these events are summarized by a character in the books, the lesson that can be drawn from Volantene history is, "If you want to conquer the world, you best have dragons."

Volantis had also overstretched its resources (foolishly, considering the grand alliance already arrayed against them) by sending a massive fleet on an expedition to the ruins of Old Valyria in the Smoking Sea which was never heard from again. Meanwhile, the Dothraki hordes began massive plundering migrations from the Dothraki Sea, and as Volantis is one of the easternmost Free Cities they were particularly hard hit (also, other than some swamps that the Dothraki could easily ride around, the lower Rhoyne valley doesn't really possess strong natural defenses to deter the movement of large Dothraki hordes). The pro-war "Tiger" party was voted out of power among the Triarchs of Volantis, and in the past three centuries, no more than one out of three triarchs has ever been a Tiger again. Instead, the pro-trade "Elephant" party was voted into power, who tried to rebuild Volantis' power through trade instead of the sword.

Due to the losses in resources and men that Volantis sustained its golden age ended, and it became consumed by internal problems, overpopulation, and poverty. While still one of the more preeminent Free Cities, Braavos began to edge out Volantis as the most powerful of the Free Cities overall (despite the fact that Braavos is so small that it could easily fit within Volantis' harbor). Braavos had been hidden and removed from the constant destruction of the Century of Blood, until providing support in the final push to stop Volantis. Moreover, it had never been dependent on the interconnected political and economic network of the old Valyrian Freehold, and thus became an island of economic stability while the trade and food supply networks of the other Free Cities collapsed into chaos. The other Free Cities thus began to rely on the stability of banks in Braavos, leading the to Iron Bank of Braavos becoming the largest bank in the world, bigger than those of the other eight Free Cities put together.

Meanwhile, the alliance of the other Free Cities against Volantis broke up as soon as the threat ended. Lys and Myr soon entered into a rivalry over the Disputed Lands between them which has existed as a state of perpetual war for the past three centuries (punctuated by the occasional ceasefire). Neighboring Tyrosh and even Volantis occasionally get dragged into these conflicts on one side or the other. Many of the Free Cities co-exist more or less peacefully and independent, occasionally entering into wars with the others over regional squabbles but nothing that has significantly altered the overall political landscape.