People have gone further in less, but that's a serious trip for that boat. You've got what, some 1100 miles? And depending on adverse wind or currents and gulf stream eddies, you might average 4 knots for 275 hours of sailing. 10-14 days more or less if you have crew and sail 24x7. 7-10 if you get the right weather and move fast.
So, can you depend on that big a weather window? Carry two weeks of food and water for at least two people, preferably 3? And 48 hours worth of fuel? And if the weather turns, will you be close enough to scoot in an inlet? (Many of which are impassible in bad wx.)
Could be a fun trip. If you look at all the pieces, if none of the problems bother you...go for it. If you can' get crew (and depend on their schedule and your vs weather windows) you could go up the intracoatal, motoring for most of two weeks.
If the logistics get daunting, well...a trailer and two days on I95 might be the cheaper way to bring it back. No crew needed, no weather windows. Spend the time and money saved by going out across to Nantucket or AC instead. :-)