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US Northeast New York City to Maine

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Old 08-08-2013
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2 Week Cruise Itinerary Ideas

Late last August I sailed circles from Old Saybrook, CT out to Block Island, picking up different sets of friends and family for a few days each. This year I am doing a similar trip, picking up and dropping off 2 sets of folks at Stonington for a few days each and will likely hit Watch Hill, Block and maybe Fisher's Island. The second 9 days of the cruise will be just me and my girlfriend and she will stay onboard all the way back to the dock in Stamford. I was thinking of heading out towards Cuttyhunk and MV. Now am thinking of Montauk instead. I would appreciate any ideas and suggestions you guys have. Leaning towards Montauk as I have never been, though it has been at least 25 years since I have sailed to Cuttyhunk and MV so with my crappy memory it will all be like new to me.

Boat is a 41' Tartan TOCK and we can motor at 6-7 knots comfortably. Last year we motored more than sailed. I am bringing lots of toys: bikes, kayaks, boogie boards, snorkels and fins; and want to leave time to spend at various places to hang out and play.

Thanks all.

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