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Windleblo

The cruising blog for S/V Windleblo, a Hallberg-Rassy 40 owned by Jack & Jocelyn Hoopes.

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North Haven Island

Posted on July 24, 2015 by JackJuly 24, 2015

Monhegan guards the southwest corner of Penobscot Bay, arguably the best of Maine’s cruising grounds. Ten miles after leaving Monhegan, we entered the bay; ten miles into the bay, we encountered the Picton Castle Tall Ship under full sail. Quite … Continue reading →

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Monhegan

Posted on July 24, 2015 by JackJuly 24, 2015

“Places that are hard to get to are often the best. By all means, visit Monhegan if you possibly can. 1.4 miles long and .7 mile wide, it stands majestically alone, 10 miles out to sea, with a personality all … Continue reading →

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Hall Island

Posted on July 24, 2015 by JackJuly 24, 2015

Continuing our tour of obscure New England islands, we anchored overnight after leaving Damariscotta in a small protected nook between Harbor Island and Hall Island, which sit about in the middle of Muscongus Sound. Morning fog rolled in as we … Continue reading →

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Damariscotta

Posted on July 24, 2015 by JackJuly 25, 2015

Damariscotta (pronounced DAM-ruskotta) sits at the upper reaches of the river by the same name. Twelve nautical miles under engine power, dodging lobstah pots all the way, and we took a mooring ball arranged by my long lost Colby roomie, … Continue reading →

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Clapboard Island

Posted on July 12, 2015 by JackJuly 12, 2015

Cousins are wonderful. Last Thursday, I received this email from my cousin, Matthew Dallett: “Hi Jack: Glad to know that you’re doing well. While you’re in Casco Bay, take a look at Clapboard Island, on the western side of the … Continue reading →

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Isles of Shoals

Posted on July 9, 2015 by JackJuly 9, 2015

Our time at Lake Winnipesaukee ended too soon, and we returned to Windleblo where she waited safe on a Cohasset town mooring. Over the Fourth of July weekend I relived my boyhood summers playing around Cohasset – shooting the rips at … Continue reading →

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Homecoming

Posted on June 29, 2015 by JackJune 29, 2015

Winds were calm and seas smooth as we rounded Minot’s Ledge and entered Cohasset harbor. Under a bright, warm sky, the harbor master approached us in her skiff and led us to a town mooring. These are the waters where I … Continue reading →

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Cuttyhunk

Posted on June 23, 2015 by JackJune 24, 2015

It can be funny, the things you notice. If there is a theme to this season’s cruise, it would be islands. The goal is to sail Windleblo to as many quirky, remote islands along the New England coast as sensible. Cuttyhunk … Continue reading →

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Newport

Posted on June 19, 2015 by JackJune 19, 2015

Yachts, mansions, and beautiful rocky coastline. That in a nutshell describes Newport, Rhode Island. Crossing from The Block on Saturday, June 13th, with Brother Bill, we entered Narragansett Bay and left Windleblo on Bill’s mooring ball off Plum Beach. The next couple days … Continue reading →

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The Block

Posted on June 16, 2015 by JackJune 16, 2015

Rhode Islanders have a name for it. “The Block.” An island of less than 10 square miles, it lies less than 15 nautical miles off Rhode Island’s south coast and an equal distance from Long Island’s eastern tip. We approached … Continue reading →

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