Related%20passage for Avodah Zarah 5:3

נָכְרִי שֶׁהָיָה מַעֲבִיר עִם יִשְׂרָאֵל כַּדֵּי יַיִן מִמָּקוֹם לְמָקוֹם, אִם הָיָה בְחֶזְקַת הַמִּשְׁתַּמֵּר, מֻתָּר. אִם הוֹדִיעוֹ שֶׁהוּא מַפְלִיג, כְּדֵי שֶׁיִּשְׁתֹּם וְיִסְתֹּם וְיִגֹּב. רַבָּן שִׁמְעוֹן בֶּן גַּמְלִיאֵל אוֹמֵר, כְּדֵי שֶׁיִּפְתַּח וְיָגוּף וְתִגֹּב:

If a gentile, together with a Jew, were taking jugs of wine from place to place — if he (the gentile) were in the status of being watched, it (the wine) is permitted. [So long as he (the Jew) did not inform him that he is leaving, he (the gentile) is in the status of being watched, even if he went a mile away; for the gentile is always afraid that the Jew will return and see him.] If he informs him that he is going far off [and he walks away from him (the jugs being closed) — if he stays away] long enough [for him] to open ["yistom" (as in [Numbers 24:3] "shethum ha'ayin" — "the open of eye.") i.e., to bore a hole in the stopper of the jug], and to re-close it and [for the closing] to dry, [it is forbidden]. R. Shimon b. Gamliel says: [It is not forbidden until he stays away long enough] for him to open it and make another stopper and [for the closing] to dry. [But they were not concerned about his boring a hole in the stopper of the jug, for this is recognizable. And it is only in relation to a lime stopper that the Rabbis differ with R. Shimon b. Gamliel, fearing that he might bore a hole in it, this not being recognizable, the lime being white, and the difference between the old and the new lime not being discernible. But with a clay stopper, the Rabbis concede to R. Shimon b. Gamliel that the wine is not forbidden until he stays away long enough for him to open the entire stopper and replace it and have it dry. The halachah is in accordance with R. Shimon b. Gamliel.]

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