When people refer to the waterfront, they are talking about the area where the fleet of offshore sailing and power vessels are berthed at KP. It is also home to the intercollegiate dinghy and crew programs. The waterfront is a "non regimental" portion of the campus. That does't mean plebes can do whatever they want there, but it is a less intense environment than the rest of the campus. That can make it an attractive place for them to spend time. I suppose the risk is that it will take time away from academics which is first and foremost why you are there. Spending a lot of time there will also probably not lead you to be perceived as very "regimental" if that is your thing. If you really enjoy sailing or power boating and spending time with other people who do, it would be silly to not take advantage of it. It would be equally as silly to go down there if you don't enjoy those things just to avoid being around the regiment. All things in moderation. Academics first though as that is the quickest way to get the boot.