How hard is it for your average Joe (or Jody) to sail a boat around the world?
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There used to be a world record for the youngest to sail around the world. But it got discontinued as rich parents would buy a fancy boat with lots of automated features, take their kids out of school for a year, and let them have a go at the world record. In fact we have come to the point when there are autonomous sailing drones making their own way under wind power one the open ocean for various reasons. I do not know of any of these who have made a fill circumnavigation but they are certainly capable of this. So the only thing you need to sail around the world is a fancy sail boat and lots of time.
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