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Shackleton led two successful expeditions, but the most famous one he led was his third, when his ship, the Endurance, got trapped in a rapidly expanding ice floe. They hoped that the ice flow would break up and they could continue the expedition, but instead the needed to abandon ship because it began to leak. They then hoped that the ice floe would drift to Paulette Island.

It didn't, but then the ice floe broke in two and they abandoned it, using their lifeboats. Three days later they made it to an uninhabited island, Elephant Island.

Shackleton decided to outfit their best lifeboat for a trip to South Georgia, an island with a whaling station. He made the trip with five other men, and arrived their after fifteen days, but couldn't make it to land because of a storm so powerful that it sunk a 500 ton steamship. The next day, they made it to the shore opposite of the whaling stations. Shackleton and two of his men crossed the mountains to get help.

They got to the whaling station 36 hours later, and got help for the three men on the other side of the island right away. There were three failed attempts to rescue the men on Elephant Island, but they finally succeeded on August 20, 1916, after an ordeal of nearly 20 months.

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