Parent tip
Set out plastic cups and water before inviting your toddler in so the first minute feels smooth.

Take the new big kid cup out of the house for short, low-stakes outings — to the park, on a walk, to grandma's. Builds the confidence that the cup works anywhere, not just at home.
Set out plastic cups and water before inviting your toddler in so the first minute feels smooth.

A few quiet minutes together without pressure. If your child relaxes even slightly, that’s self-regulation building.
Pop the cup into your bag and head out for a short walk or a visit to grandma's. At some point during the outing, get the cup out and offer your toddler a sip in the new context — on a park bench, at grandma's table, halfway through a walk. The point is to attach cup-drinking to the wider world, not just the kitchen. Toddlers who only meet the cup at one specific table often resist when it shows up elsewhere; familiarising the cup with multiple locations makes it portable comfort.
AAP HealthyChildren guidance on cup-drinking transitions notes that toddlers often manage the new motor skill in one familiar context (the kitchen table) but resist it elsewhere — the cup gets coded as 'home thing' rather than 'my drink'. Practising in multiple contexts breaks that association and builds the generalised skill the toddler will eventually need everywhere. Travelling with the cup also signals to the toddler that the cup is just as portable and reliable as the bottle was.
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