In his Second Letter to the Corinthians, Paul claims he was shipwrecked no less than three times. Luke, Paul's traveling companion, chronicled one of these shipwrecks in detail within Acts, chapters 27 and 28. This particular incident occurred during Paul's fourth and last missionary journey. It was late autumn and sailing was dangerous. The ship stopped at the city of Sidon, where Paul was allowed to "visit his friends who took care of him" (Acts 27:3). After departing from Sidon, they ran into headwinds and bad weather. In hopes of finding better sailing, they went around the Island of Cyprus toward Myra, in what is today Turkey. In Myra, the centurion in charge of Paul transferred him to an Alexandrian ship bound for Italy. When they departed from Myra, the wind and stormy weather would not allow them to continue on their intended course. They instead sailed on the southern side of Crete, pulling into port at Fair Havens.
Paul realized it would be foolish to continue on their voyage and warned the men: "Men, I can see that this voyage will result in severe damage and heavy loss not only to the cargo and the ship, but also to our lives" (Acts 27:10). The centurion ignored him. The ship's owner and pilot chose to sail to Phoenix, a port on the southwestern side of the same island, to spend the winter there. This was because the port at Phoenix was better suited for the winter. The voyage from Fair Havens to Phoenix would have been a very short one.
Unfortunately, stormy weather hit before they arrived in Phoenix. An "offshore wind of hurricane force called a 'Northeaster' struck," and the ship was blown away from Crete and out into the Adriatic or Ionian Seas between Italy and Greece. For two weeks, they were driven by wind and stormy weather:
"We were being pounded by the storm so violently that the next day they jettisoned some cargo, and on the third day with their own hands they threw even the tackle overboard. Neither the sun nor the stars were visible for many days, and no small storm raged. Finally all our hope of surviving was taken away" (Acts 27:18-20). They even lightened the ship by throwing the valuable cargo of wheat into the sea.