Most places not after 6pm. Aftet this time its adults in restaurants, bars and streets. They have a small menu.
Most places in Broadway are 21 and over after 6 pm .
Hes 20...slip him in. Get there early
As others have said, not after 6. You might get lucky and not get carded but officially, no. Not after 6.
Most places do not ID.
Up to the door guy. They have food but it is not a large menu. You might have to leave him in the candy store. There are a few places that will let you bring him in as parents. Likely to xx both hands with a marker.
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