Pamela O. Cunningham

Pamela was married to the love of her life, Thomas, for 27 years. Their deep and enduring bond was a source of strength, joy, and unwavering companionship. Though Thomas predeceased her, Pamela carried his memory with grace and devotion throughout her life.

She is survived by her two stepsons, Sean and James, whom she embraced and loved as her own. She also leaves behind her brother Carl, her sister Jill and brother-in-law Stephen, and several beloved nieces and nephews who brought joy, light, and laughter into her life. Pamela was predeceased by her sister Karen, with whom she shared a lifelong closeness.

Pamela, Karen, Carl, and Jill shared a deeply rooted bond as siblings—one grounded in love, mutual respect, and enduring support for one another. That closeness only grew stronger over time. Karen lived with a disability for over 39 years, and Pamela—alongside Thomas during his life—was devoted to helping her throughout those decades with care, loyalty, and grace. Watching Pamela’s steadfast dedication to Karen’s well-being had a profound impact on the family. As Karen and Pamela each faced health challenges later in life, Carl and Jill were inspired to step in with the same spirit of compassion. Jill worked closely with Pamela to ensure her needs were met, while Carl cared lovingly for Karen. Together, they continued the family tradition of showing up for one another with heart, consistency, and deep love.

For 33 years, Pamela taught in the West Islip School District, shaping young minds with patience, warmth, and wisdom. Her presence in the classroom was felt deeply by her students, many of whom remember her as a guiding light long after they moved on.

Outside the classroom, Pamela lived with intention and joy. She found spiritual fulfillment singing in the choir at Babylon Methodist Church, where she also built lasting friendships and a sense of community. A lifelong animal lover, she had a special place in her heart for cats, always opening her home to feline companions who became part of the family.

She also had a deep love of the sea—sailing or simply being near the water brought her a profound sense of peace. Pamela delighted in arranging flowers as well, expressing her artistic nature and love for life’s simple, beautiful moments.

Pamela’s warmth, gentle humor, and generous spirit left a lasting impression on everyone who knew her. She will be deeply missed—and remembered with love.

In lieu of flowers, donations may be made in her memory to C.A.T.S. Rescue in Kingston, an organization that reflected her love for animals and compassion for all living things.

A visitation for Pamela will be held Sunday, June 22, 2025 from 2:00 PM to 4:00 PM. A visitation will occur Sunday, June 22, 2025 from 7:00 PM to 9:00 PM. A visitation will occur Monday, June 23, 2025 from 9:00 AM to 11:00 AM.