Why not go to the Trellis fool moon party instead? I know the parties have different reputations, for lack of a better word -- but if the trip to Anegada is a priority, that might make things a little easier.

I agree on the JVD/CGB plan - also, what kind of boat are you guys on? This will make a big difference in your timings.

For your fourth night, if you're trying to make an 8:30 a.m. West End ferry? I wouldn't be anyplace but the dock of your charter company....