For years, my girlfriend now wife has actually used the lure of astronomy to get me to go to some interesting places that I might otherwise have had some trepidation about. Very smart on her part!
She even checks when new moon is so it sits in the middle of a two week vacation to maximise darkness. I am lucky! The most extreme example is our recent wedding and honeymoon. We worked backwards from a new moon to determine honeymoon departure (6 days after the wedding) and the actual wedding day which fell around full moon.
However, unless it a specifically Astro focused holiday as some of the trips to Namibia have been, I try to keep it to just three sessions during the holiday, early evening, around midnight and early morning, so I get a shot at all the interesting DSOs.