And the extra time adds up. I still can't decide what's the best way, probably because every trip is different. Last one going from Rockport harbor(dawn) to Onset(3:00pm or so) wasn't too bad, despite motoring nearly the entire way(except for a few of the wee hours when it's hard to keep stay awake). I think I'm more energized at the beginning of the trip.
Then again, Larrys boat has the potential to make great miles under sail and power. I've done Onset to Isle of Shoals in one shot, but that was a very long day arriving after dark.
No matter how I cut it, even Onset to Isle of Shoals to Monhegan, it's 3 days shot to get to Rockport(throw in P-town as I did last trip, and you're 4 days). The boat, and AP, and just me, hard to resist the overnight. I'm always optimistic and sometimes it pays off, like the photo you posted.
That picture brings back memories already. We just shipped the kids back to school yesterday. They are killer crew and up for anything!
I'm absolutely certain now, the Gulf of Maine owes me too many not to pay off next time.