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Many sailors do that trip with double head sails...

and no main.

Although if he was still beating south to pick up the trade winds he was right to turn around. That is usually a rough trip and I wouldn't want to be worried about a gooseneck failure.

The trip starts out with a beat south to pick up the trades and then it is downwind all the way. One very popular sail config is double poled out jibs - using two poles or one pole and the boom swung out - called the poor man's double head rig.

If he was close, he could have stopped in the Cap Verdes for repairs too.

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