Besides Riker and Dax nobody from the TNG or DS9 crew knew what fun was, even on vacation.
Funny you mention that, I watched DS9's "Let He Who Is Without Sin..." last week on Netflix. Dax is having a great time on Risa, meanwhile Worf refuses to take off his Starfleet uniform and eventually joins a puritanical movement. Hilarity ensues.
Remember Picard in "Captain's Holiday"?
He was going to go out of his way to have a bad time on Riza.
On Voyager, they were arguing over holodeck time.
They welcomed the idea of having time off.