[ramraj07]

But isn’t this true no matter how pedantic you want to get? You’re still gonna have to go around the world in a fairly southern latitude…

[carlosjobim]

The minimum distance should be the planet's circumference.

[ilikepi]

Good news, the Earth's circumference is around 40,000km, and the actual distances sailed by each of the competitors in the most recent Vendee Globe were all around 50-51,000km. So they all exceed your requirement.

[carlosjobim]

The trail should also look pleasing to the eye. So I'll have to invent a new arbitrary rule.

[s1artibartfast]

Why is that? It seems as arbitrary as circumnavigating a rotational axis and returning home.