I think the Cape Cod Canal, to Cape Cod Bay, to Mass Bay and Boston Harbor, up to Cape Ann is doable... a bit tight...but doable. A Cape Ann circumnavigation takes about three days, to do it at an enjoyable pace. Seven to ten days would probably be about right.
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Sailingdog
Telstar 28
New England
You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Captain Malcolm Reynolds, Serenity (slightly edited)
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