In the first section of the game in Sean's house, you will be able to go to his room and sit in the bean bag chair. This will prompt you to start drawing. You will have to observe the room and draw it once and then observe the room again and refine it. After that you will then receive this achievement. I'll update this if I find other spots you can draw in.
Also, when you skype Lylla on your computer you will be locked out of making the drawing, so make sure to do it before then.
Update (credit to x S E N U A): Another spot you can get this achievement is on a rock next to the river where you and Daniel are camping. It'll be near where Daniel tries fishing.
Update (credit to T0BY FLENDERS0N): The last spot you can do this is in the hotel room. If you sit on the chair in the corner of the room near the sliding door, you can start drawing and get the achievement. I'm not sure if this is available after you
so I'd say do it before then just to be safe.