In some images of St. John the Evangelist, he is holding a chalice. There are different stories regarding the symbolism of the chalice.
One could be that John drank from Jesus' cup at the Last Supper. Also, drinking from Jesus' cup meant sharing in Jesus' suffering, which John did, dying in exile.
The most interesting story is that an enemy put poison in John's wine. But before John drank the wine, he blessed it and prayed. When he did this, the poison took the form of a snake and slithered out of the wine and chalice and went away. Think of this next time you drink wine. Pray first.
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