The biggest factor keeping this system together will be if the gulf winds are low enough to not sheer it apart. It all depends on how organized it can remain once it heads towards Florida. We'll keep an eye on this system as it moves throughout the week, as there's a chance it may crawl up the eastern seaboard. Depending on the direction of the how the jet stream is tilted, by the end of the week the system can either accelerate towards New England or out to sea. In either case, next weekend doesn't look like a time where you'd want to be in the water.
Below is a day by day that the GFS is pushing for Wed-Sat