Redditor Groke used Google Earth showing it is actually possible to sail from Norway, all the way to Antarctica in a straight line - without ever touching land.

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The route begins near the westernmost point of Norway:

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After crossing the polar ice cap, and going through the Bering Strait, and missing Alaska's Steward Peninsula and then skirting west of Alaska’s St. Lawrence Island…

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You'll need to get through Alaska’s Aleutian Islands, it runs barely east of Kagamil Island and then Chuginadak Island…

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Finally, you've got to get past Samoa, which is the narrowest, between two tiny Samoan islands, east of the island of Apolima and west of the island of Manono:
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From Samoa, it’s smooth sailing to Antarctica.
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