Originally Posted by trodzen
Hopefully no overnight sails.
If it were me, I'ld probably try to make the trip in one shot. I love passagemaking! If it worked out, I'ld be happy to help you try!
This past August, with two crew I delivered my Peterson 34 from Boothbay Harbor to Marblehead. It took 30 hours. The rhumbline distance is about 101 nautical miles , but our actual sailing distance was about 145 nautical miles. The wind was on our nose the whole way, building to 25 knots with seas approaching 5 feet during the overnight. If we could have waited for a norther, it would have been a lot easier trip. Going the otherway, you've got the prevailing winds in your favor.
Short day hops might be Beverly to Portsmouth (or Isle of Shoals); then to Casco Bay; then to Boothbay or somewhere; then to Rockport? Again, if it worked out, I might be available for one or more of these.
Let me know if you think I can help.