This would keep me up at night!! LOL!
When our family 0f 7 in 4 cabins sailed to Alaska, one of the members of our party had never cruised before...so I tried to help him with various things. But I found the best way was first to have his Princess sign in and password so I could check in as him and monitor what needed to be done. The other was, we all got together to plan flights, pre-cruise hotel, excursions (who wanted to do what with whom), Specialty dining: so we could all dine together and of course to choose dining room and times for dinner. Worked out well for all and had we not done that, I would have shown up for the cruise with "raccoon eyes" from lack of sleep!