I've got to say, this is probably the map I am looking forward to most that is a WIP. I like how you thought outside the box on this one, I don't really see any other maps like it. It's also a recent/current situation, which is a plus.
It will also be good to finally grapple up from a boat. I always wondered why you couldn't (probably really hard to code in this engine?) because it helps out with planning/strategy not having to go straight to ladders, stairs, ramps, etc. Anyways, I think it's awesome that you broke the mold here. Good job.
I have a question. Maybe I missed it and you already have the info here somewhere but what will determine how many flags there are? I see on the map you have 1-4 possible locations in some of the "tiers". I know the flags are random each round, but how do you know how many there will be at each "tier." Each tier always gets at least one and the rest are random?
Anyways, I'm pretty excited about this map. Keep the updates coming, please.