Here's what I remember from past bar crawls.
* Plan a list ahead and publish it, so latecomers can catch up to you.
* Plan a starting location with good meeting space, like Maltings or equivalent on your ship
* If a large group, it could take some time at each bar to get a drink for everyone.
* You could hit a bar that isn't open, or that is too busy because of an event (This happened in the Atrium to us) so if your target is to visit 5, have a 6th on the list "in case we have to move on"
* It can be fun to do a theme drink or shot for those who are up to it. Like a lemon drop to kick it off or end it (although I heard they are limiting shots to simple only now)