The fate (or gift) of men was that they were not linked with Arda - so I dont think they would make the trip. I see it as they would simply circumnavigate the earth and possibly find refuge in what would be a pre-historic North America...(?)
I dont think that the ships of men would see the sea falling away from them as a ship that was allowed the "straight road" would.
I agree with Deathwail on the influence of Ulmo in the LotR. Very understated influence (nobody cries out "Ai Ulmo and Osse" lol) but consider: the Mirror, the Phial, Anduin, Frodo and Sam in Morder, Dimrill Dale.... mabye Ulmo had more contact with the players than any of the Vala......
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