More Planning!
Okay having taken comments etc into account, I just have a few comments:
1) The plan is not for us to use the main thoroughfares (though Gertie's right, those do make it difficult to set up effective roadblocks etc). Rather we travel through the more urban areas, in which there are streets if I recall not only the map but a previous discussion about Oceanus. Those will be ideal for hit and runs, which is about all we want to do until we either gather sufficient force or come into possession of one hell of a position (unlikely until we hit Khaz Modan, if we go that way).
2) Warning about the Duke's Palace, aside, most of those objectives are mainly useful as waypoints, as well as places where we may be able to get help. Naturally, if there's something in the city making things difficult, this plan could get blown to hell in no time. In any event, they do serve as useful points in case someone gets separated, as well as simply having a movement plan through the city. If stuff goes to hell, we might consider setting secondary points as well, but I don't know if we have all that much time. They do give us a pretty regular path out of the city, however. I'm hesitant about the Centurion's Forest as it would be difficult to hold without many more forces, but it may be a better waypoint than the Palace.
3) If there's a stand it will only be at the very end. Everything else is going to a movement action. Waypoints may be a place where we spend more than one round (so long as 3, even), to regroup, check out the situation, offer guidance to nearby soldiers, acquire help. As in all things guerrilla this entire plan hinges on speed and stealth and not lingering anywhere for very long. We're not trying to defeat the army, simply harry it.
4) A lot of this depends on how the Horde attacks. If they just swarm into the city every which way, we'll be retreating hard and fast. If they concentrate on pockets of resistance before moving on, we may have more opportunities to go after them before retreating. If they muster along the docks before heading in, we'll have similar opportunities. Under those circumstances, the goal would be to harry them, hopefully get them to send a small force, that we can take down with appropriate tactics. The danger, of course, is that we get tied down somewhere and the enemy advance beyond us, essentially cutting us off from escape, or else forcing us to fight through/stealth our way out.
Finally, we're in a tough spot, so our conditions for victory will have to be living to fight another day. If we can take a few bad guys down, too, that'll be great.
Jeremiah
aka Windbag