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There are five choices of wine in the game.
The achievement will take several games, as you can't do it all in one playthru.
If you refer to my guide/walkthru for this game, then the directions below will make more sense.
https://steamcommunity.com/sharedfiles/filedetails/?id=2157822123
1: On one playthru, after arrival, choose the red wine at dinner.
2: On another playthru, after arrival, choose the white wine at dinner. (This white wine is drugged.)
3: Follow the walkthru until you reach the cupboard on the landing (where you find the garlic and WEAPON) and drink the bottle of liquid. It is white wine, but unfortunately it is poisoned and will kill you.
4 & 5:
These last two are harder to find:
Follow the walkthru until you go thru the mirror to the hidden room, but instead of choosing the right hand door, take the left hand door. Then, follow the stairs down, choose the right-hand stairs, open the door on the right, then choose the option to drink both red and white wines. (Again, the white wine will kill you here.)
I don't think drinking the brandy counts towards this achievement.
Hope all this helps.