In 1964, Peter Willauer founded the Hurricane Island Outward Bound School on Hurricane Island, one of the outlying islands at the southwest corner of the North Haven-Vinalhaven archipelago. For years, young people were inspired and challenged here and sent out … Continue reading →
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 →
“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 →
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 →
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 →
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 →
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 →
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 →
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 →
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 →