Join Date: Jan 2009
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You might want to re-think this voyage, or at least, the itinerary. If you sail only 2~3 hours per day after day one you will be just east of Bridgeport, perhaps Stratford. At the end of day 2 you will be between Madison and Clinton. Day three gets you to Niantic Bay, short of New London. This means you will make Mystic toward the end of your first week.
I too heartily recommend Bailey's book "The Coast of Summer". It will make you want to get under way and let the wind take you where it will. But he and his wife wandered about in three month increments. Every spot the others have mentioned are worth the voyage. But as Marshall Dodge said "You can't get there from here". At least not in the time frame you have laid out AND limited transit times.
Perhaps planning longer days or less optimistic distances may be in order.