This verse describes the broken, unsound sleep of the drinker. There are two pictures, both making a comparison of the unsteady brain of the drunk with the movement of a ship at sea.
“You will be like one who lies down in the midst of the sea”: The Revised Standard Version rendering is not very natural in English, and it seems to have the person in the water, either under the sea or on the surface of the sea. In the light of the next line, however, we should assume that the person is on board a ship that is “out at sea” (Revised English Bible) or “on the high seas” (New International Version). The picture is of someone sleeping, or trying to sleep, on a boat that is tossing about at sea. Good News Translation “seasick” is perhaps saying more than the text here.
“Like one who lies on the top of a mast”: As the footnote in Revised Standard Version indicates, the Hebrew of this line is difficult. But again the Revised Standard Version wording presents a rather comical picture. We must understand from “on the top of the mast” that the picture is of someone in the “crow’s nest” at the masthead or high up in the rigging of the ship; these are positions where people experience the greatest movement as a ship rolls at sea. New Jerusalem Bible “like one asleep at the mast-head” and Good News Translation “swinging high up in the rigging of a tossing ship” both express this clearly.
For people who are not familiar with the sea and ships, it may be hard to find comparable pictures to those here. In such cases translators may have to give a more straightforward description of the broken sleep of the drinker. For example, it may be possible to say something like “When you try to sleep your bed will seem to be rolling. You will feel like you are swaying from side to side, even in your bed.”
Quoted with permission from Reyburn, William D. and Fry, Euan McG. A Handbook on Proverbs. (UBS Helps for Translators). New York: UBS, 2000. For this and other handbooks for translators see here .

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