A top-notch assassin would never light a cigarette while sneaking onto the target's premises since it gives away his position. Similarly, a bodyguard going out to smoke at night generates a light that makes him easier to aim at.
The boss is hiding his daughter in a hotel because she may be targeted. One of the guards takes her out for ice cream and they wander around before sitting in a city park, disclosing her "secret" location and making her fully exposed to any hitters that could find them.