Re: Caribbean 1500 ???
It is really a function of where and when for the 1500. It starts at the beginning of November because that is when the 'official' hurricane season is over. By this time of year only the last few hundred miles are reliably in the trade winds - hence the idea that everything being equal you want to get to 65°W before heading into the trades. North of the trades it is a crap shoot in terms of winds. You can get frontal systems from the north that bring lots of wind (but changing in directions) or you can get little cyclonic activity and end up with very light winds. The year we did it, not in the 1500 but at the same time, a massive depression formed off the Chesapeake and moved north towards Greenland over the next several days and then stalled with a cold front that extended to Cuba. I can assure you we did not have to motor until we reached the Virgins. We had more than a week of days over 170 miles (I think our best was 193).
The ARC is through a pretty benign piece of ocean with largely predictable winds; the 1500 is a completely different kettle of fish.
Heading back to Lake Ontario for this summer. Relatively few stops along the way from Grenada. Martinique, Guadeloupe, St. Martin (must have something to do with the French food), then Bermuda, New England and up the Hudson/Erie Canal. We were going to go via Newfoundland and Labrador but June remembered that one of the kids is getting married this summer - details, details!