I had some discussions today with the Best Man and, as my friend called him, his "my best 'mo" friend and I've broken it down to a 2 day trip to somewhere between NYC and Boston. I hear Providence Town is a real interesting spot.

First night is arrival and a bit of local fare. BBQ/games/swimming/pub crawl
Daytime activity, Some sort of Concert followed by a good meal. Maybe catered by some "slutty waiters/waitresses" and then either the cruise/land based party and for those adventurous enough the foam party sounds fun. I did one in college. Ended up in the ER but still had fun.