Henry Lane
2/08/1950 - 2/20/2025
A lifelong educator, sailor, and writer, passed away in Easton, Maryland, on February 20, 2025, at the age of 75. Born on February 8, 1950, in Easton, he lived a life defined by curiosity, independence, and a deep love for exploration-both in learning and on the open water.
Henry graduated from The Country School in Easton before heading to Tabor Academy for high school. He earned a degree in Comparative Literature from Franklin & Marshall College, where he was a standout three-sport athlete in soccer, squash, and lacrosse. His dedication to athletics earned him a place in the Franklin & Marshall College Hall of Fame. A number of years later he earned a Master's Degree in English and Education from Villanova University. His career in education spanned decades, teaching English and history at respected institutions across Connecticut, Pennsylvania, New York, and Maine. He was known for his creative teaching style, love of Greek mythology, and commitment to pushing students to think beyond the page. He also coached lacrosse, squash, and soccer and mentored students through school newspapers and yearbooks.
Beyond the classroom, Henry pursued his passion for education by founding LearningCore, LLC, which later became Tutoring Match, LLC, a tutoring network that helped connect students with educators.
But Henry's true calling was sailing. A lifelong sailor, he navigated waters across the Caribbean, the Bahamas, Belize, Croatia, and even crossed the Atlantic. In 2008, he purchased Mystique, a 40-foot Leopard catamaran, and spent months at a time sailing solo, embracing the beauty, solitude, and challenge of the open sea. His experiences inspired him to write Sailing Mystique Solo and My Rite of Passage During the Summer of '76, reflections on his voyages and personal growth.
Henry was an inquisitive thinker, a voracious learner, and a natural storyteller. He was endlessly curious about the world, drawn to new ideas, perspectives, and experiences. He found solace in the vastness of the ocean, where he could fully immerse himself in the quiet rhythm of the waves and the adventure of discovery.
He is survived by his son, Tyler Lane (Meghan); his daughter, Katherine Arthurs (Andrew); and his grandchildren: Michael Lane, Logan Lane, Riley Arthurs, and Sloane Arthurs. He is also survived by his brothers, William Lane, Thomas Lane, and Francis Lane. Though he deeply loved his family, his heart was always drawn to the sea, where he felt most at home.
A celebration of his life will take place in late spring at the Third Haven Quaker Meetinghouse in Easton, followed by a boat cruise along the Eastern Shore in his honor.
In lieu of flowers, donations can be made to organizations that reflect Henry's love for sailing and education:
Fair winds and following seas, Henry. We love you.