Twenty-five years ago, on July 16, 1999, a single-engine plane piloted by John F. Kennedy Jr. crashed into the Atlantic Ocean near Martha's Vineyard, claiming the lives of Kennedy, his wife Carolyn Bessette-Kennedy, and her sister Lauren Bessette. The tragic event marked the end of an era and shattered the hopes of many who saw JFK Jr. as the heir to the Kennedy legacy.

Born on November 25, 1960, just two weeks after his father won the presidential election, John F. Kennedy Jr. grew up in the public eye. The image of three-year-old "John John" saluting his father's casket became an iconic moment in American history. As he matured, Kennedy carved out his own path, earning a law degree from New York University and working in the Manhattan District Attorney's Office. In 1995, he co-founded "George" magazine, showcasing his entrepreneurial spirit and interest in politics and culture.

Kennedy's personal life was equally captivating to the public. His 1996 wedding to Carolyn Bessette was a closely guarded secret, with only 35 guests attending the intimate ceremony on Cumberland Island, Georgia. The couple's relationship was a subject of intense media scrutiny, representing to many a modern-day Camelot. As Brian Steel, a longtime friend, later remarked, "His legacy was really about who he would've become. I just think America, and maybe the world, would have been a better place."

The days following the crash were filled with shock, uncertainty, and ultimately, grief. As debris from the plane was discovered off the coast of Martha's Vineyard, hope for survivors quickly faded. On July 21, Navy divers recovered the bodies of all three victims from the ocean floor, bringing a somber close to the search. A year later, the National Transportation Safety Board concluded that the crash was likely caused by Kennedy's "failure to maintain control of the airplane during a descent over water at night, which was a result of spatial disorientation." Today, 25 years after the tragedy, JFK Jr.'s life and potential continue to captivate the American imagination, leaving many to wonder what might have been.

(Sources: Mark Prussin for CBS News, Ree Hines for TODAY, Alexandra Hurtado for Parade)