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This is great advice. I got Coast of Summer and started reading it last night. I've been sailing in Buzzards Bay for a few years (before this year out of Mattapoisett, now West Island in Fairhaven) so I'm looking to go a little further afield, but I agree there are lots of great nearby places (I'm partial to Quissett myself, 'specially since the wind is typically on the beam there and back from Fairhaven).
Somehow though I've never made it to Cuttyhunk - that long beat has thwarted my efforts to date. Had a weekend trip planned there in September last year and when I got to the boat found my rudder broken. That prematurely ended the season for me, and kept me in the yard until the end of June this year. Anyhow it's a must-do on my list this year, either on this planned cruise and/or as a separate trip.
Thanks for the reality checks on distance and time, I had only done a cursory plotting out of the possible destinations and their distances. In the end the point is to go sailing, so yes, why rush? I'll get further into the book over the next few days and I'll post an itinerary here.
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