Well, we could accomplish the scouting and "break the back of the pirate fleet" parts of the mission at the same time if we all went together.  Every pirate ship we find out there and destroy is one less to deal with as a group later...<br/><br/>Of course, it won't hurt us for Sarah and Delila to get us a bunch of endeavor points from scouting... but just running from every pirate means that the pirates will figure out what we're doing... they can report to their bosses, who will then know what ship is scouting their territory, give them time to prepare for us... gather their fleet to fight us enmasse... bad stuff like that.  Taking both of our fast ships and actually attacking each pirate ship that spots us (to prevent them from getting the word out, for example, as well as to cut their fleet down to size bit by bit) sounds like a better idea, frankly.