The Royal Rings That Led to Breakups — Royal Engagement Rings, Royal Scandals, Failed Royal Marriages
A ring is supposed to mean forever. For these royal women… it was the beginning of the end.
In this video, we uncover the royal rings that led to breakups, from the iconic sapphire worn by Princess Diana to the emerald that forced King Edward VIII to abandon his throne for Wallis Simpson.
These aren’t just engagement rings — they are symbols of love, power, scandal, and collapse.
Discover:
The truth behind Diana’s famous Garrard Sapphire Engagement Ring 💍 The Cartier emerald that triggered a royal abdication The ruby ring that couldn’t save Sarah Ferguson from scandal The unconventional ring of Princess Margaret and her historic divorce The quiet collapse behind Princess Anne’s sapphire engagement The modern royal choice of Princess Madeleine that broke tradition The short-lived fairytale of Princess Caroline of Monaco
From abdications to affairs, scandals to silent separations — these rings witnessed it all.
✨ Royal Rings | Royal Jewelry History | Royal Scandals
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The Royal Rings that led to breakups. A ring is supposed to be the beginning.
For these women, it was the first warning sign they weren't allowed to see.
Six rings. Six scandals. And not one of them ended the way the palace promised.
The Sapphire and Diamond Ring
February 1981. A 19-year-old girl named Diana Spencer sat in front of a garage
catalogue and pointed to a ring. Twelve carats. A deep blue Ceylon sapphire ringed by fourteen
brilliant cut diamonds, set in 18-carat white gold. She chose it herself. Not from a private
royal vault. Not from a bespoke commission carried out in whispered secrecy by the Crown's finest
craftsmen. But from a catalogue that any member of the public could purchase from.
The palace courtiers were horrified. They called it a commoner's ring. They called it
Nana-ish. They said it lacked the gravity of royalty. Diana wore it anyway. She wore it at
Buckingham Palace on the day they announced the engagement, fingers knotted with nerves,
Charles standing stiffly beside her. She wore it through thirteen years of a marriage that
unravelled in full public view the affairs, the isolation, the despair documented with
devastating honesty in Andrew Morton's 1992 biography. She wore it to charity galas and
hospital visits and state dinners. While her husband telephoned another woman, she wore it as
When the divorce was finalised in 1996, she returned her HRH title, her place in the line
of succession and her future. But she kept the ring. She wore it until August 31st, 1997,
the night she died in a tunnel in Paris. Prince William inherited it from her belongings.
In 2010, he placed it on Catherine Middleton's finger. The ring that was called a disgrace,
that broke the first rule of royal jewellery by being ordinary,
now sits on the hand of the future Queen of England. It is currently housed in the most
photographed marriage in the world, but the wound it originally sealed never truly healed.
The sapphire endures, the marriage it was made for did not.
The Cartier Emerald October 27th, 1936
King Edward VIII, ruler of the most powerful empire on earth, knelt before Wallis Simpson,
an American woman, twice divorced, wholly unsuitable by every standard his family had
erected over centuries, and presented her with a ring from Cartier. Nearly 20 carats of rectangular,
step-cut emerald, set in yellow gold with baguette diamond accents along the shoulders,
precise and architectural, the kind of ring that does not whisper. It announces,
Inside the band he had engraved four words and a date.
We are ours now. 27 times 36.
Wallis Simpson wore a ring that should never have existed. The Church of England,
of which the King was Supreme Governor, forbade the remarriage of divorced persons.
Parliament threatened to resign en masse if Edward pursued the union.
His mother, Queen Mary, refused to receive Wallis in her presence.
His government made clear in language that left no ambiguity. The throne or the woman?
Edward chose the woman.
On December 11th, 1936, he broadcast his abdication to the nation,
stepping away from the crown in a speech that lasted eight minutes,
and the British monarchy shuddered to its foundations.
His brother, unprepared and unwilling, became King George VI.
A shy, stammering man was forced onto a throne he had never sought
because his brother could not remove a ring from a divorced American's finger.
The couple married in June 1937 in France with fewer than 20 guests.
The royals stayed away. Edward was given the title,
Duke of Windsor. Wallis was conspicuously denied the title,
Her Royal Highness, a deliberate lifelong slight that she never forgave.
They lived in exile, moving between France and the Bahamas,
charming the wrong people at the wrong parties.
The Cartier Emerald was later reset. It sold at Sotheby's Geneva in 1987,
the year after Wallis died, as part of the Windsor Jewel Auction,
fetching a figure that would have made any king blush.
The ring that broke a dynasty now belongs to a private collector, unseen, somewhere in the world.
The Garrard Ruby Ring
Prince Andrew presented Sarah Ferguson with a ruby ring in 1986 designed by Garrard,
the same crown jewelers who had made Diana Sapphire. The stone was a Burmese ruby,
deep red and vivid, surrounded by a cluster of diamonds in a design
specifically chosen to compliment Sarah's copper-red hair.
It was romantic, personal, thoughtful, everything a ring should be.
The press adored it. The people adored her.
They called her Fergie, and she laughed too loudly and ate too much and didn't walk like a princess,
and none of it mattered because she was warm and real in a way the palace had forgotten how to be.
Then came the photographs. In August 1992, the same summer Diana's marriage imploded,
tabloid photographs surfaced of Sarah Ferguson poolside in the south of France,
having her toes sucked by her financial advisor John Bryan while her daughters played nearby.
The photographs were taken with a long lens and published without mercy.
The Queen was shown them at Balmoral. Andrew and Sarah had already announced their separation
earlier that year, but the images ended whatever quiet dignity the exit might have had.
It became a rout. She had walked into the firm dressed in rubies and laughed,
and she left with neither.
The Garrard ruby ring was returned at the time of the 1996 divorce.
It has not been publicly displayed or officially documented since.
Sarah Ferguson and Prince Andrew have maintained a relationship as co-parents that defies all
conventional understanding of divorce. They lived together at the Royal Lodge for years
after separating. The ring exists somewhere in the Royal inventory. The marriage it promised
lasted a decade and ended in a photograph that the Queen never entirely forgave.
When Princess Margaret became engaged to photographer Antony Armstrong-Jones in 1960,
she received a ring unlike anything the Royal family had seen. A ruby-centre stone set within
a ring of cut diamonds arranged to form the petals of a daisy. It was bespoke, whimsical,
unconventional. Armstrong-Jones had designed it himself, working with jewellers Carrington and
Company, choosing a ruby because Margaret loved colour, because he was an artist and refused to
give her something generic, because everything about their union was a departure from protocol.
The Palace had already refused Margaret the man she truly loved. Group captain Peter Townsend,
a divorced man, deemed unacceptable in 1955. The ruby-daisy was Margaret's second chance at
happiness and she wore it like a declaration. She wore it through a marriage that began with
chemistry and crumbled under incompatibility. Armstrong-Jones, made Earl of Snowdon upon
their wedding, was brilliant, difficult and reportedly cruel. Biographers have documented
a relationship corroded by mutual infidelities, sharp-tongued arguments and a growing contempt
that neither bothered to conceal. He allegedly kept a list of reasons why he found her impossible.
She sought comfort elsewhere. The couple separated in 1976 and divorced in 1978,
making Princess Margaret the first senior member of the British Royal family
to divorce since Henry VIII, a distinction no one in her family wanted her to hold.
The Queen, head of a church of England that still viewed divorce as a failing of moral character,
signed off on her sister's dissolution without public comment.
The ruby-daisy ring was kept by Margaret after the divorce. She wore it until her health declined in
her later years. Upon her death in 2002, her jewellery collection was auctioned at Christie's
London where it raised over £13 million. The ruby-daisy ring sold with the collection.
It now resides in private hands. The daisy that was supposed to bloom forever was gone before she
was. Princess Anne's Sapphire Ring
In May 1973, Captain Mark Phillips, Olympic gold medallist and celebrated equestrian,
presented Princess Anne with a square-cut blue sapphire flanked by two diamonds,
set in platinum, designed by Garrard. It was quiet and strong, like the princess herself.
No fuss, no excess, precisely what she would have wanted.
They had met at a horse-riding event in 1968, bonded over equestrianism, and built a courtship
the press could barely keep up with because Anne refused to perform for them. The ring was placed
on her finger, Westminster Abbey, 500 million viewers, a bank holiday declared in their honour.
The marriage disintegrated in the manner of all slow royal disasters, not in a single moment,
but in a long accumulation of absences. By the early 1980s, they were living separately. In
1985, Captain Phillips fathered a child with a New Zealand art teacher named Heather Tonkin.
The paternity was confirmed by DNA testing in 1991.
By then, something far more layered had already emerged. In 1989, intimate letters written to
Anne by Commander Timothy Lawrence, one of the Queen's own Aquariers, a man operating inside
the palace, were stolen from Anne's briefcase and handed to the tabloids. The affair was confirmed.
The separation announcement came in August 1989. The divorce was finalised in 1992.
Anne did not keep the sapphire ring in public view after the separation.
She married Timothy Lawrence in December 1992, in a private ceremony in Scotland.
The Church of England still forbade the remarriage of divorces, so they travelled
to Crathie Kirk near Balmoral, with 30 guests and no fanfare. She received a second sapphire
engagement ring from Lawrence, a cabochon stone in a simpler, more modern setting.
The first ring, the Gerard Sapphire from Captain Phillips, has not been officially
documented in royal records since the divorce. Mark Phillips was later confirmed to have had
a secret daughter. He remarried twice. Anne never spoke of it publicly. The ring
passed into silence with the marriage it sealed.
PRINCESS MADELINE OF SWEDEN'S RING
In 2013, Princess Madeline of Sweden accepted a proposal from American attorney Christopher O'Neill
and received a round-cut diamond solitaire set in a classic four-prong platinum setting.
Elegant, conventional by Scandinavian royal standards, and notably chosen without the
expectation of following the Swedish royal tradition of sapphires that had defined previous
generations. O'Neill was an American. He refused to take Swedish citizenship. He refused a title.
He declined to abandon his private business career. None of these were small refusals.
The Swedish royal house had not experienced this level of deliberate departure from the terms of
royal membership in living memory. What the ring truly represented was a princess who had already
had her heart broken in spectacular fashion. Madeline had been engaged previously to a
lawyer, Jonas Bergström, whose infidelity was exposed in tabloids before the wedding.
The engagement was ended publicly. She left Sweden, moved to New York and rebuilt herself
in private. When she met O'Neill and accepted his ring, it was not a traditional royal match.
It was a personal one, made entirely on her own terms. She wore the ring as someone who understood
exactly what a promise could cost. The ring and the marriage it initiated have brought Madeline
and Christopher largely outside the working royal sphere. They have lived in the United
States and the United Kingdom. Their children raised far from the Swedish court. In 2024,
Princess Madeline officially stepped back from royal duties. The ring that broke tradition by
being chosen for love over protocol became the ring of a princess who chose her life over her
title. It remains on her finger. Whether that is a triumph or a departure depends entirely on which
side of the palace gate you are standing. PRINCESS CAROLINE OF MONACO'S DIAMOND RING
In 1977, Princess Caroline of Monaco, eldest daughter of Prince Rainier III and Hollywood
icon Grace Kelly, agreed to marry Philippe Junot, a Parisian financier who was 16 years her senior
and whose reputation as a jet-set playboy had already alarmed her parents to the point of
intervention. Grace Kelly, by then a sovereign princess, telephoned her sister in tears.
They had sent Caroline to Ecuador, then to the Galapagos Islands, in increasingly desperate
attempts to create distance between the couple. Nothing worked. Junot gave Caroline a diamond
ring and she accepted. The palace announced the engagement and began the painful process
of approving a match that every person of judgment in Monaco advised against.
The wedding was held on June 29, 1978, in the courtyard of the prince's palace,
with Ava Gardner, Cary Grant and Frank Sinatra among the guests. A guest list that reflected
Grace Kelly's Hollywood past more than any happy future. Caroline was 20 years old. Junot was 36.
She wore Christian Dior and flowers in her hair. She wore the diamond ring that had cost her
parents their peace of mind. The marriage lasted two years. After the divorce, Caroline admitted,
I have the feeling of being used. The Catholic Church did not grant an annulment of their
marriage until 1992, more than a decade after the civil divorce, meaning Caroline spent 12
years in a form of ecclesiastical limbo, unable to remarry in the eyes of the Church while her
first marriage haunted her paperwork. Grace Kelly died in 1982, never seeing her daughter find
lasting happiness. The diamond ring from Junot has never been publicly documented or auctioned.
It disappeared as quietly as he did from the pages of Monaco's history.
Junot died in Madrid in January 2026, aged 85. Caroline has been married twice more.
The ring he gave her left no trace, which is perhaps the most Monaco ending of all.