We did Tampa to
Nova Scotia last June/July, through St. Augustine/Beaufort/Cape Cod. Did the run from St. Aug-Beaufort in 2.5 days straight thru, no issues. Just me, my wife and my 3
kids (all under 10 yrs old, 2 seasick). 47'
cutter - Motorsailed 60%, sailed 40.
Autopilot died as well, so last 24 hrs were tiring, but it's an easy trip with decent weather window. 2 days in
Beaufort, then straight shot to
Cape Cod (a lot further than you are proposing), did it in 3.5 days doublehanded only. Outside Hatteras with decent
forecast. Small squalls off NJ/NY, and entering buzzards bay, but otherwise uneventful. probably 80% motorsailing.
We were on a schedule (clearly); and we passed a heck of a lot of very cool cruising grounds... but heck, yeah - it can be done quite easily in the time you propose.
Respect Hatteras; respect the weather windows, and have good help. We did fight back eddies from the stream at times, but never terrible. Confused
water at times from being on the edge of the stream - NOT a place ot be in poor weather, but we were aware and could have pulled in or further out at will.
Honestly, the scariest part to me was leaving St. Augustine with about 5 knots of
current behind us (going out) and a big swell coming in over the bar, and only a couple of feet to spare in terms of nominal
depth under the
keel. I didn't like that at all... but once you get that kind of current pushing you, you're kinda committed! I nearly missed the last marker on the channel leaving St Aug too. that would probably have been bad. The keeper on the bridge of lions didn't really want to open up for us until we were, like, nearly being swept under him as well... but it all worked out in the end.
Good Luck!