It's not unthinkable that he could take as many as eight or nine days if conditions were unfavorable. I have no idea what the off-shore forecast has been for that patch over the past week, but if he ended up having to spend a day hove-to, or beating to windward for a few days, you wouldn't expect to see him in Bermuda for another day or two.
Tanei Aebi took 12 days to go from Sandy Hook, NJ, to Bermuda -- a somewhat longer distance, but in an arguably much faster boat.
My bet is that he's fine, and his biggest concern is that he might be causing his friends and family to worry about him.
I think you may be correct - although the winds were above 35kts when he left, forecast shown that the winds were quite light pretty much the rest of the way - 10-15 kts or less, variable direction (fortunately mostly not on the nose).
He is a kind of a loner (not surprising, considering his choice of transportation method
) and I don't think he has any family. In fact, at this point other than people at the boatyard where he left from (Niemiec marine) and myself there isn't anyone directly informed about his plan.
He didn't ask or authorize me to contact anyone either, he is a very self-sufficient fellow, but I figured I'll do it anyway - just in case (I hope he'll forgive me in time
) Not to raise alarm, too early for that, but its always worth making information available early rather than late, get people in the loop.
As far as the time goes, I spoke to him at about 8pm on Monday the 11th, he was at the exit from Buzzards Bay at that point. He's supposed to sail directly from there to Bermuda. In Bermuda he would take a short break and weather permitting the next destination is Virgin Islands (likely US). There I was supposed to meet him and we were planning to sail to Curacao - he's got a new job there. So, while the trip was not completely scheduled to the hour, he was somewhat on a "clock" and isn't likely to take any detours.
P.S. I rechecked my call record and it was 8pm on the 11th actually, not sure why I thought otherwise.