Carolyn Bessette-Kennedy got engaged to John F. Kennedy Jr. in July 1995, although they kept their engagement a secret until their September 1996 wedding.JFK Jr. proposed with a diamond-and-sapphire eternity band. Its design was inspired by a ring belonging to his late mother, former First Lady Jackie Kennedy.Bessette-Kennedy and her husband also wore matching gold wedding bands cast from a rattlesnake’s rib.

In 1995, John F. Kennedy Jr. quietly proposed to Carolyn Bessette-Kennedy with a simple yet sophisticated eternity band, the perfect accompaniment to her style as a paragon of ‘90s minimalism. Like her low-key relationship with the eldest son of former President John F. Kennedy, her eternity band is shrouded in mystery—imperfectly recorded through rumors, second-hand accounts, and myths invented by an invested press and populace.

Accounts vary as to when and where the couple met. Most sources interviewed in the book JFK Jr.: An Intimate Oral Biography agree it was around 1991 or 1992—when Kennedy Jr. was still dating actress Daryl Hannah. He and the fashion publicist became an item in 1994, and he proposed to Bessette the following year. 

The ring was a departure from the typical celebrity sparkler, but fitting with the bride’s understated style. Second-hand accounts suggest a ring belonging to his late mother, Jackie Kennedy Onassis, served as inspiration for the one he proposed with. Regardless, the politics-adjacent power couple were ready to make it official. 

JFK Jr. and Carolyn Bessette Kennedy (wearing her engagement ring) in March 1996.

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They wed secretly on September 21, 1996, holding an intimate ceremony on Georgia’s Cumberland Island that miraculously evaded press attention. (One official photo, released a few days later, immortalized Bessette-Kennedy’s Narciso Rodriguez slip dress in the annals of bridal history.) Almost three years later, the pair and Bessette-Kennedy’s sister Lauren were en route to another wedding when the plane Kennedy Jr. was flying crashed into the Atlantic Ocean, claiming the lives of all onboard.

Today, Bessette-Kennedy is remembered not just as a trendsetter, but a light in the lives of all who knew her. “She had a beautiful eye, obviously, but for the people who knew and loved her, her style was not the most important thing,” Elizabeth Beller, author of the biography Once Upon A Time: The Captivating Life of Carolyn Bessette-Kennedy, told People in 2024. “She was joyful and buoyant and wanted to partake of everything in New York.”

It’s unknown what happened to her engagement ring. It may have been returned to the Kennedy or Bessette families or lost in the 1999 crash. What is clear is that the world remains mesmerized by the glamorous couple, three decades after their engagement first made headlines. Here’s everything to know about Carolyn Bessette-Kennedy’s engagement ring.

It was a platinum eternity band featuring diamonds and sapphires.

JFK Jr. and wife Carolyn Bessette-Kennedy at the White House Correspondents dinner in May 1999.

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As rare photographs show, the future Mrs. Kennedy’s engagement ring was a platinum eternity band adorned with alternating diamonds and sapphires. The simple design suited the low-key style icon and reflected the restraint which characterized fashion of the era—a turn away from the extravagance of the 1980s.

While eternity bands aren’t as common as solitaire styles (featuring one prominent gem), Bessette was in good company with her understated ring. Actress-turned-royal Grace Kelly received an eternity band from Prince Rainier III of Monaco, although it’s not quite as well known as the $38.8 million Cartier engagement ring she began wearing in 1956. Kelly’s unsung sparkler had alternating diamonds and rubies to represent the colors of Monaco’s flag.

Audrey Hepburn and Marilyn Monroe also famously wore eternity bands as engagement rings, breaking with the solitaire tradition. Hepburn’s set of three rings from actor Mel Ferrer include a white-gold one with baguette-cut diamonds, horizontally set. Monroe, meanwhile, got a statement eternity band from Joe DiMaggio boasting 36 diamonds all around.

It was inspired by one of Jackie Kennedy’s rings.

Former First Lady Jacqueline Kennedy at a picnic sometime in the 1960s.

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Several accounts suggest Bessette-Kennedy’s engagement ring took inspiration from a bauble belonging to former First Lady Jackie Kennedy Onassis. Onassis died of cancer in May 1994, a year before the proposal.

In Carole Radziwill’s 2005 memoir What Remains, the journalist (whose husband was Onassis’s nephew and a close friend of Kennedy Jr.) recounts Bessette-Kennedy telling her that her engagement ring was “a copy of a ring [Kennedy Jr.’s] mother wore”—one which Onassis called her “swimming ring.”

There’s no consensus on which of the pieces from Jackie O’s collection earned the ‘swimming ring’ moniker. Vogue suggests it could either be a ring from her companion and diamond merchant, Maurice Tempelsman, or her Schlumberger Sixteen Stone ring. Regardless, it’s widely believed that Tempelsman assisted in designing Bessette-Kennedy’s eternity band—a 2023 WWD article says he acquired the sapphire and diamond stones used in the ring.

The ring is estimated to have cost $13,000.

There’s no confirmed price tag on the engagement ring JFK Jr. gave to Bessette-Kennedy. Benjamin Khordipour at Estate Diamond Jewelry told Brides in 2025 that the band “seems to be prong-set in platinum, featuring approximately three carats of diamonds and two-and-a-half carats of sapphires.” Based on this assessment, Khordipour estimated its cost at between $10,000 and $13,000—a modest sum compared to other Kennedy jewels. For example, Jackie’s engagement ring from future President John F. Kennedy reportedly cost $1 million. That ‘toi et moi’-style bauble featured a 2.84-carat emerald and a 2.88-carat diamond.

JFK Jr. proposed during a July 1995 fishing trip.

JFK Jr. and Carolyn Bessette-Kennedy, circa 1995.

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Per Beller’s Once Upon a Time: The Captivating Life of Carolyn Bessette-Kennedy, Kennedy Jr. got down on one knee over the Fourth of July weekend in 1995. He and Bessette were on a fishing trip at Martha’s Vineyard when he surprised her with the ring, allegedly saying, “Fishing is so much better with a partner.” According to People, the Calvin Klein executive told JFK Jr. she’d think about it, waiting for almost a month before giving him a yes.

The couple kept their engagement a secret from the prying press, up to the moment in late September 1996 when they released one official photo from their private wedding.

Her wedding band was cast from the rib of a rattlesnake.

Carolyn Bessette-Kennedy at a gala in March 1999.

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After her nuptials, Bessette-Kennedy often chose to wear her gold wedding band instead of her engagement ring. The jewelry designer behind both the bride and groom’s rings, longtime friend Gogo Ferguson, opened up about creating the bands in an August 2025 interview with Garden & Gun.

Per the interview, Ferguson crafted matching gold rings that were cast from the rib of a rattlesnake—a detail that fits with the designer’s penchant for making pieces that nod to nature. The bands were inscribed with the couples’ initials and their wedding date. 

“[Bessette] loved simple designs, and she didn’t need much because she was so beautiful,” Ferguson told the outlet.