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Stories of Boat Related Mishaps and Experiences | Soundings Online Column

Bug-eyed over an old bugeye

Jack SherwoodSometime in murky August, a maritime apparition reminiscent of a Chesapeake past will materialize through the summer haze — a vessel to be noticed and admired sailing out of Annapolis. Look for three sails set on a ketch rig, slightly raked aluminum spars and an extra-long bowsprit with rails.

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Through the lens of the Square Man

Jack SherwoodLuring Bob Grieser into the fine sport of sailing was a great pleasure for me, especially when it changed his life and he went on to exceed all expectations. That former newspaper copy boy is now an international yachting photographer, and sailors everywhere are the better for it because of his dramatic images.

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He passed the test, but there were new challenges

Last Nov. 1, after my eight days in the hospital ended, I made an April 4 entry in my 2014 calendar notebook that posed this question: “Will I be sailing on this day?” The question can now be answered: Yes.

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All is not lost for this solo sailor

Robert Redford’s survival situation aboard a sinking sailboat in “All is Lost” was filmed on a movie set, and sailors roundly criticized it. My “survival” situation was quite benign by comparison and focused solely on whether I could continue to sail on Chesapeake Bay.

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The inglorious demise of the Cup’s namesake yacht

This survey photo shows the schooner America in December 1940 shortly after she was hauled.The sad, complicated history of the original gaff schooner America, the famous yacht for which the America’s Cup is named, has long been associated with mystery and shame. How could it have happened that this once swift, black-hulled beauty was left to rot and die in Annapolis almost 70 years ago under the care of the U.S. Naval Academy?

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Jack Sherwood, Writer-at-Large

Jack has been cruising Chesapeake Bay and writing about the region for more than 25 years. His critically acclaimed book, "Maryland's Vanishing Lives," was published by Baltimore's Johns Hopkins University Press and is now in its second printing. Before joining Soundings, Jack was a feature writer at the Washington (D.C.) Star for nearly 20 years and a senior editor at Chesapeake Bay magazine from 1995 to 1998. His monthly Bay Tripper column focuses on the Chesapeake.


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