Entry from British & World English dictionary
(Of a ship) liable to drift to leeward when sailing close to the wind.
- I have the honour to inform you that the Honourable Company's steamer ‘Nemesis,’ under my command, was obliged to part company with the fleet, being light, and consequently very leewardly.
- Rivers demanded shallow craft, so the Orkney-man in the service built his river boats with ‘flat floors’ which made them very leewardly; but he retained the high bow and stern posts of his island fishing boats, and their two sharp ends.
- A smaller sailing ship with the same relative proportions as a larger ship was doomed by the mathematics of the situation to be a more leewardly ship.
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