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Explore Q Report's Content Centre for expert advice on jewellery insurance. You can also read e-guides and blogs, watch videos and more.

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Jewellery, engagement ring & watch advice, plus insurance tips & industry insights. 

Watch expert tips, discover insurance benefits & hear real customer stories. 

Find answers to common questions about jewellery, engagement ring & watch insurance. 

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7 Iconic Jewellery Moments in Hollywood History

Q Report Team

Updated on March 18, 2025
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In the glittering realm where Hollywood meets high fashion, there exists a captivating symbiosis.

Hollywood, with its silver screens and red carpets, has always been the stage for showcasing the most exquisite jewels. 

And in return, the world of cinema has become a powerful influencer of jewellery trends. 

In this, we journey through seven iconic jewellery moments in Hollywood history, exploring the enchanting tales behind these dazzling pieces. 

How Hollywood History Was Shaped By Iconic Jewellery

"Clothes and jewellery should be startling, individual." 

Alexander McQueen's words perfectly encapsulate the transformative power of Hollywood's iconic jewellery. 

In the realm of glitz and glamour, jewellery plays an indispensable role in crafting personas and elevating little-known actors into iconic stars. 

It serves as an extension of one's identity, a shimmering reflection of individuality that not only adorns but also narrates a story.

The following seven revered Hollywood stars understood that the right piece of jewellery could turn heads, spark conversations, and etch an indelible image in the minds of their audience.

1. Marilyn Monroe's "Diamonds Are a Girl's Best Friend" Necklace

In the 1953 film "Gentlemen Prefer Blondes," Marilyn Monroe sang the iconic song "Diamonds Are a Girl's Best Friend" while bedecked in glamorous jewels. 

The standout piece was a stunning diamond necklace designed by American jeweller Harry Winston

Featuring 325 diamonds, including a show-stopping 24-carat pear-shaped diamond pendant, it was valued at over $4 million in 1953. 

This dazzling necklace has become synonymous with Monroe's captivating presence, highlighting the timeless allure of diamonds as the ultimate symbol of iconic jewellery.

2. Grace Kelly's Cartier Engagement Ring

The fairytale romance of Grace Kelly and Prince Rainier III of Monaco culminated in a legendary engagement ring. 

Designed by Cartier in 1956, the ring featured a stunning 10.47-carat emerald-cut diamond, flanked by two baguette-cut diamonds. 

This regal engagement ring became synonymous with Grace Kelly's transition from Hollywood actress to Princess of Monaco. 

Its elegance and timelessness continue to inspire engagement ring designs today, proving that sometimes, true glamour lies in simplicity and sophistication.

3. Audrey Hepburn's "Breakfast at Tiffany's" Pearl Necklace

In the classic 1961 film "Breakfast at Tiffany's," Audrey Hepburn's portrayal of Holly Golightly became legendary, not just for her glamorous style but for a particular piece of iconic jewellery. 

Audrey donned a stunning pearl necklace, designed by the iconic jeweller, Roger Scemama. The necklace draped gracefully along the actress's back, accentuating her famous gown's captivating backless design.

This timeless accessory, became synonymous with sophistication and elegance, symbolising the eternal allure of pearls in Hollywood's fashion narrative.

4. Elizabeth Taylor's "La Peregrina" Pearl

A 16th-century pearl known as "La Peregrina" took centre stage when Elizabeth Taylor wore it in the 1969 film "Anne of the Thousand Days." 

La Peregrina's journey from the Gulf of Panama to the Spanish throne to the neck of a Hollywood icon was an odyssey of its own. 

Richard Burton later gifted it to Taylor, who had it redesigned into a breathtaking pendant by Cartier. 

However, beauty can be a curse. Throughout its rich history, the pearl has seemingly plagued its owners with bad marriages and tempestuous events!

5. Princess Diana's Sapphire Engagement Ring

In 1981, during the official announcement of her engagement to Prince Charles, Princess Diana revealed her sapphire and diamond engagement ring. 

This breathtaking piece, designed by Garrard & Co., featured a stunning sapphire surrounded by a halo of diamonds. 

Its unique blend of bold colour and classic elegance made it an instant sensation. Fast forward to today, and this iconic jewellery graces the finger of Kate Middleton, Duchess of Cambridge, symbolising enduring love and grace. 

Princess Diana's sapphire engagement ring remains a testament to the timeless allure of coloured gemstones in royal jewellery.

6. Rihanna's CFDA Awards 2014 Swarovski Diamonds Dress

At the 2014 CFDA Fashion Awards, Rihanna made history not with a single piece of jewellery but with an entire dress encrusted in 216,000 Swarovski crystals. 

Created by designer Adam Selman, this sheer, sparkling and blinged-out masterpiece pushed the boundaries of red-carpet fashion.

It celebrated the idea that jewellery isn't confined to accessories but can be woven into the very fabric of high fashion. 

Rihanna's daring look turned heads and set trends, cementing her as a fashion icon unafraid to push boundaries and sparkle brilliantly.

7. Lady Gaga's "Tiffany Diamond" Necklace

The 2019 Academy Awards witnessed a dazzling spectacle when Lady Gaga adorned herself with the legendary Tiffany Diamond. 

This 128.54-carat yellow diamond necklace, previously worn by Audrey Hepburn in promotional photographs for "Breakfast at Tiffany's," became an emblem of Hollywood glamour. 

Lady Gaga's tribute to Hepburn was a captivating and emotional moment on the red carpet. 

With its radiant sparkle and rich history, the Tiffany Diamond necklace added a touch of old-world opulence to contemporary Hollywood, proving that some gems are forever linked to the magic of the silver screen.

Shine Like a Star With Jewellery Coverage From Q Report

As the curtains close on our journey through iconic jewellery moments in Hollywood's history, we're reminded of the enduring connection between dazzling jewels and the world of cinema. 

Just as these jewels have left an indelible mark, your cherished pieces carry stories, memories, and emotions. 

At Q Report, we understand the value of these treasures and offer specialised jewellery insurance to safeguard them. 

So, like the stars of Hollywood, you can wear your jewellery with confidence and style. Your jewellery deserves to shine, and it can do so brilliantly with our protection. Get a free quote today

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Don't have the receipt?

If you don't have the receipt, you can provide the most recent valuation amount instead.

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In the glittering realm where Hollywood meets high fashion, there exists a captivating symbiosis.

Hollywood, with its silver screens and red carpets, has always been the stage for showcasing the most exquisite jewels. 

And in return, the world of cinema has become a powerful influencer of jewellery trends. 

In this, we journey through seven iconic jewellery moments in Hollywood history, exploring the enchanting tales behind these dazzling pieces. 

How Hollywood History Was Shaped By Iconic Jewellery

"Clothes and jewellery should be startling, individual." 

Alexander McQueen's words perfectly encapsulate the transformative power of Hollywood's iconic jewellery. 

In the realm of glitz and glamour, jewellery plays an indispensable role in crafting personas and elevating little-known actors into iconic stars. 

It serves as an extension of one's identity, a shimmering reflection of individuality that not only adorns but also narrates a story.

The following seven revered Hollywood stars understood that the right piece of jewellery could turn heads, spark conversations, and etch an indelible image in the minds of their audience.

1. Marilyn Monroe's "Diamonds Are a Girl's Best Friend" Necklace

In the 1953 film "Gentlemen Prefer Blondes," Marilyn Monroe sang the iconic song "Diamonds Are a Girl's Best Friend" while bedecked in glamorous jewels. 

The standout piece was a stunning diamond necklace designed by American jeweller Harry Winston

Featuring 325 diamonds, including a show-stopping 24-carat pear-shaped diamond pendant, it was valued at over $4 million in 1953. 

This dazzling necklace has become synonymous with Monroe's captivating presence, highlighting the timeless allure of diamonds as the ultimate symbol of iconic jewellery.

2. Grace Kelly's Cartier Engagement Ring

The fairytale romance of Grace Kelly and Prince Rainier III of Monaco culminated in a legendary engagement ring. 

Designed by Cartier in 1956, the ring featured a stunning 10.47-carat emerald-cut diamond, flanked by two baguette-cut diamonds. 

This regal engagement ring became synonymous with Grace Kelly's transition from Hollywood actress to Princess of Monaco. 

Its elegance and timelessness continue to inspire engagement ring designs today, proving that sometimes, true glamour lies in simplicity and sophistication.

3. Audrey Hepburn's "Breakfast at Tiffany's" Pearl Necklace

In the classic 1961 film "Breakfast at Tiffany's," Audrey Hepburn's portrayal of Holly Golightly became legendary, not just for her glamorous style but for a particular piece of iconic jewellery. 

Audrey donned a stunning pearl necklace, designed by the iconic jeweller, Roger Scemama. The necklace draped gracefully along the actress's back, accentuating her famous gown's captivating backless design.

This timeless accessory, became synonymous with sophistication and elegance, symbolising the eternal allure of pearls in Hollywood's fashion narrative.

4. Elizabeth Taylor's "La Peregrina" Pearl

A 16th-century pearl known as "La Peregrina" took centre stage when Elizabeth Taylor wore it in the 1969 film "Anne of the Thousand Days." 

La Peregrina's journey from the Gulf of Panama to the Spanish throne to the neck of a Hollywood icon was an odyssey of its own. 

Richard Burton later gifted it to Taylor, who had it redesigned into a breathtaking pendant by Cartier. 

However, beauty can be a curse. Throughout its rich history, the pearl has seemingly plagued its owners with bad marriages and tempestuous events!

5. Princess Diana's Sapphire Engagement Ring

In 1981, during the official announcement of her engagement to Prince Charles, Princess Diana revealed her sapphire and diamond engagement ring. 

This breathtaking piece, designed by Garrard & Co., featured a stunning sapphire surrounded by a halo of diamonds. 

Its unique blend of bold colour and classic elegance made it an instant sensation. Fast forward to today, and this iconic jewellery graces the finger of Kate Middleton, Duchess of Cambridge, symbolising enduring love and grace. 

Princess Diana's sapphire engagement ring remains a testament to the timeless allure of coloured gemstones in royal jewellery.

6. Rihanna's CFDA Awards 2014 Swarovski Diamonds Dress

At the 2014 CFDA Fashion Awards, Rihanna made history not with a single piece of jewellery but with an entire dress encrusted in 216,000 Swarovski crystals. 

Created by designer Adam Selman, this sheer, sparkling and blinged-out masterpiece pushed the boundaries of red-carpet fashion.

It celebrated the idea that jewellery isn't confined to accessories but can be woven into the very fabric of high fashion. 

Rihanna's daring look turned heads and set trends, cementing her as a fashion icon unafraid to push boundaries and sparkle brilliantly.

7. Lady Gaga's "Tiffany Diamond" Necklace

The 2019 Academy Awards witnessed a dazzling spectacle when Lady Gaga adorned herself with the legendary Tiffany Diamond. 

This 128.54-carat yellow diamond necklace, previously worn by Audrey Hepburn in promotional photographs for "Breakfast at Tiffany's," became an emblem of Hollywood glamour. 

Lady Gaga's tribute to Hepburn was a captivating and emotional moment on the red carpet. 

With its radiant sparkle and rich history, the Tiffany Diamond necklace added a touch of old-world opulence to contemporary Hollywood, proving that some gems are forever linked to the magic of the silver screen.

Shine Like a Star With Jewellery Coverage From Q Report

As the curtains close on our journey through iconic jewellery moments in Hollywood's history, we're reminded of the enduring connection between dazzling jewels and the world of cinema. 

Just as these jewels have left an indelible mark, your cherished pieces carry stories, memories, and emotions. 

At Q Report, we understand the value of these treasures and offer specialised jewellery insurance to safeguard them. 

So, like the stars of Hollywood, you can wear your jewellery with confidence and style. Your jewellery deserves to shine, and it can do so brilliantly with our protection. Get a free quote today

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Table of Contents

Introduction
Understanding the 4 Cs of Diamonds
Diamond Shapes
Choosing a Ring Style
Selecting a Ring Retailer

Understanding Mechanical Movements

Rolex-super-precision

Unlike their battery-powered quartz counterparts, luxury watches have a beating heart – the mechanical movement. First created in the 14th century, large, weight-driven tower clocks with verge escapements and foliot balances marked the dawn of mechanical timekeeping.

Today, the core concept of mechanical movements remains unchanged from its original conception. It involves an intricate arrangement of gears, springs, and an escapement powered by a wound mainspring. This precision engineering allows for smooth operation and precise timekeeping.

Manual watch movements require the wearer to wind the crown periodically. Automatic watch movements, on the other hand, utilise the wearer's movements to keep the mainspring wound, offering a convenient everyday solution.

The Patek Philippe Calatrava, with its ultra-thin manual movement, exemplifies the elegance of traditional watchmaking. On the other hand, the Rolex Oyster Perpetual, with its self-winding mechanism epitomises practicality and durability.

Whether manual or automatic, a mechanical movement imbues a luxury watch with a soul, a testament to human ingenuity and a treasured heirloom for generations to come

Luxury Watch Complications: Exploring Hidden Features & Functionality

Luxury watches often boast 'complications,' intricate mechanisms that add layers of sophistication, style and utility. Here, we explore some of the most fascinating complications created by the best luxury watch brands.

Statistic Heading

Rolex-super-precision

Unlike their battery-powered quartz counterparts, luxury watches have a beating heart – the mechanical movement. First created in the 14th century, large, weight-driven tower clocks with verge escapements and foliot balances marked the dawn of mechanical timekeeping.

Today, the core concept of mechanical movements remains unchanged from its original conception. It involves an intricate arrangement of gears, springs, and an escapement powered by a wound mainspring. This precision engineering allows for smooth operation and precise timekeeping.

Manual watch movements require the wearer to wind the crown periodically. Automatic watch movements, on the other hand, utilise the wearer's movements to keep the mainspring wound, offering a convenient everyday solution.

The Patek Philippe Calatrava, with its ultra-thin manual movement, exemplifies the elegance of traditional watchmaking. On the other hand, the Rolex Oyster Perpetual, with its self-winding mechanism epitomises practicality and durability.

Whether manual or automatic, a mechanical movement imbues a luxury watch with a soul, a testament to human ingenuity and a treasured heirloom for generations to come

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Common Diamond Alternatives
for Engagement Rings

Tanzanite

Contents insurance is essential for anyone who owns valuable items, as it helps protect you should a potential loss occur in your.

Aquamarine

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Sapphire

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Luxury Watch Complications: Exploring Hidden Features & Functionality

Luxury watches often boast 'complications,' intricate mechanisms that add layers of sophistication, style and utility. Here, we explore some of the most fascinating complications created by the best luxury watch brands.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

Peace of Mind: An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

“Knowing your engagement ring is insured brings peace of mind. Accidents can happen, and insurance coverage alleviates the worry and stress of potential loss or damage.”

Unlike their battery-powered quartz counterparts, luxury watches have a beating heart – the mechanical movement. First created in the 14th century, large, weight-driven tower clocks with verge escapements and foliot balances marked the dawn of mechanical timekeeping.

Today, the core concept of mechanical movements remains unchanged from its original conception. It involves an intricate arrangement of gears, springs, and an escapement powered by a wound mainspring. This precision engineering allows for smooth operation and precise timekeeping.

Manual watch movements require the wearer to wind the crown periodically. Automatic watch movements, on the other hand, utilise the wearer's movements to keep the mainspring wound, offering a convenient everyday solution.

The Patek Philippe Calatrava, with its ultra-thin manual movement, exemplifies the elegance of traditional watchmaking. On the other hand, the Rolex Oyster Perpetual, with its self-winding mechanism epitomises practicality and durability.

Whether manual or automatic, a mechanical movement imbues a luxury watch with a soul, a testament to human ingenuity and a treasured heirloom for generations to come

Export
Expert Tip

Budget Considerations

Diamond shapes can vary in price due to popularity and demand. Round brilliants, for example, tend to be more expensive than other shapes due to their high demand. If budget is a concern, consider alternative shapes or prioritise other aspects, such as cut quality, over the shape itself.

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Jewellery Insurance FAQ

Contents insurance covers the items within your home in case they are damaged, lost or stolen. This can include furniture, electronics, clothing and other personal.  Contents insurance is essential for anyone who owns valuable items, as it helps protect you should a potential loss occur in your.

Contents insurance covers the items within your home in case they are damaged, lost or stolen. This can include furniture, electronics, clothing and other personal.  Contents insurance is essential for anyone who owns valuable items, as it helps protect you should a potential loss occur in your.
Home Security Fortification

An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

An engagement ring is a significant financial and sentimental investment. Specialised.

Travel Savvy

An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

An engagement ring is a significant financial and sentimental investment. Specialised.

Social Media Caution

An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

An engagement ring is a significant financial and sentimental investment. Specialised.

Regular Valuations

An engagement ring is a significant financial and sentimental investment. Specialised engagement ring insurance provides financial protection in the event of loss, theft or damage by ensuring you can recover the ring's monetary value or repair or replace.

An engagement ring is a significant financial and sentimental investment. Specialised.

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Contents insurance is essential for anyone who owns valuable items, as it helps protect you should a potential loss occur in your.

Luxury Watch Complications: Exploring Hidden Features & Functionality

Luxury watches often boast 'complications,' intricate mechanisms that add layers of sophistication, style and utility. Here, we explore some of the most fascinating complications created by the best luxury watch brands.

Home Security Fortification

Contents insurance covers the items within your home in case they are damaged, lost or stolen. This can include furniture, electronics, clothing and other personal.  Contents insurance is essential for anyone who owns valuable items, as it helps protect you should a potential loss occur in your.

Purchase Amount

To get an accurate insurance quote, please provide the amount from your purchase receipt.

Don't have the receipt?

If you don't have the receipt, you can provide the most recent valuation amount instead.

OK

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