I think that, given their individual leadership positions (as seen certainly with Garvey) it would make more sense if they were each in charge of a specific settlement. This may even explain the use of vertibirds in-game.
Think of how caravans work in Skyrim. We hop onboard, the screen fades out, and then we magically appear at our chosen destination. When we see our protagonist calling a vertibird in the demo, I would imagine that once we're onboard, we are given a choice of locations including any settlements we have discovered. We are then dropped off at the chosen destination, having witnessed the entire journey in real time! This would tie in with the 'fast travel' system used in GTA V (by taxi), a game which Todd has already admitted to being a big fan.
The cool part would be that, if enemies are spotted en route, we may even be able to engage in combat using the attached minigun!
This idea would stop vertibirds from being cheapened, as well as keeping the map from feeling too small. And besides, the prospect of real time fast travel would actually make it potentially dangerous, and therefore much more interesting!