I thought it might be helpful if we have a visual reference for the solution we're discussing, so I've thrown a little something together--assuming, of course, I understand the suggestion correctly. I also apologize for the fact that it's based off of an older map, so some things (like the Eastport/Dayport debate) remain unchanged.
Here we go.
Is that about what you guys had in mind?
If so, I see a snag right away: the Assassins map references a Shalebridge that is more to the NE. If we move that area down, we've practically wiped out Wayside. With that in mind, I've come up with a rather... unorthodox solution.
You may commence with the deconstruction.