As the great Helen Mirren said in Gosford Park, the mark of a good servant is anticipation. Hannah, seeing where the night was going, correctly anticipated her guests' needs (privacy). Danny was incapable of reading the room. Even if (and it is a huge if) the primary "asked to speak to me," if they're in a hot tub and about to have a threesome, they are not going to remember whether you talked to you or not and it is not going to influence your tip (also, the fact that they asked to speak the deckhand means that he already went too far! The guests should barely know who he is!). The mark of good service isn't "connection", it's that the crew serves you promptly, humors you in your drunkenness, and knows when to leave you alone. Danny is really inflating his importance and failing to realize his place.