When is a good time to start introducing a sippy cup? My son is 5 months so I don't expect it to be right now but I was curious when everyone else thought would be a good time. My son is getting the hang of holding his own bottle. He actually refuses to just let me feed him.. He HAS to have his hands holding the bottle 😂 . Also I'm not going to be using the regular sippy cups.. Only ones with the soft straws or the 360 cups. I'm not sure if that makes a difference or not in when to start using. But I would really like him to be using sippy cups when he's a year old.