OBITUARY: Dick Jachney, 88

Dick Jachney, born Richard Donald Jachimowicz, to the late Alexander and Stella Jachimowicz (Weickek) on Sept. 27, 1934, passed away on Dec. 26, 2022, following a brief illness.

Although we can no longer hear him, there is no doubt Dick Jachney is regaling all those in Heaven with stories of his many lifelong adventures. And since he never let the facts get in the way of a great story, we know they are hearing some real doozies.

Dick Jachney

Never one to follow a traditional educational path, Dick dropped out of high school to join the Navy. After proudly serving in the Korean War for four years, he received his GED and continued on to Boston University and attended BU Law.

While in school, he landed a bartending job in Nantucket at the Mad Hatter restaurant, where the prettiest waitress took a liking to him, and they fell in love. He and his wife, Lynn, spent the next 62 years on a long and fun life adventure.

Dick always loved the water and boating, so much so that he built his first boat inside their apartment, which upon completion he realized he couldn’t fit through the door.

Shortly thereafter, in 1968, he and Lynn followed their dreams and founded Caribbean Yacht Charters, which they owned and operated for over 30 years in the U.S. and British Virgin Islands. He also developed and ran Hylas Yachts, building luxury sailing yachts for private owners.

As a pioneer in the yachting industry, he formed lifelong relationships with charter guests and owners alike, and they all knew his signature greeting, “Pleasure, pleasure, pleasure.”

He was a longtime member of the Eastern Yacht Club, and while he traveled all over the world, he would say that cruising the Maine coast and enjoying the islands of Nantucket and St. Barths were among his favorites.

Aside from his time traveling and cruising, Dick was a squash player, stud tennis player, a golfer and a card player. He loved spending time with family and friends on a court or a course, where he could show his athletic prowess and tell more stories.

Later in life, he particularly coveted his time in the 19th hole at Tedesco Country Club with his card-playing crew. It is still unclear if he was good or bad at cards, but if he owes anyone money, sorry, you’re too late.

Of all of his travels and successes, Dick was most proud of his family. He believed in nepotism and hired both his children, Kyle and Anne, into the business so they could all work together. At boat shows he would proudly talk about them more than the yachts he was selling. He adored their spouses and loved them like his own.

But beyond anything, he loved his grandchildren, cherished his time with them, and was a super-fan on the sidelines of every one of their games, in every kind of weather. He taught them well to enjoy life and always reminded them, “If you live a life like mine, you won’t regret a thing.”

Dick is survived by his beloved and patient wife, Lynn; his children, Kyle Jachney (Gidget) and Anne Erskine (Tom); and three grandchildren, Andrew, Cole and Maddie (Erskine), all of Marblehead; his brother-in-law, Al Vieira; and his two nephews, Steven (Suzanne) and Stuart.

He was predeceased by his sister Eloine.

He was a friend to many, of all ages, from around the globe to the small town of Marblehead. His firm handshake, big smile and his propensity to tell a good story will be missed.

A celebration of life will be planned in the spring. In lieu of flowers, please make donations to Courageous Sailing, 197 8th St., Charlestown, MA 02129 or via

Fond memories and expressions of sympathy for the Jachney family may be shared at

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