When love meets limitless wealth, the result is some of the most breathtaking, extravagant, and historically significant engagement rings ever created. These aren’t just pieces of jewelry—they’re symbols of power, romance, and jaw-dropping extravagance, with price tags that rival private islands and superyachts.
From 100-carat flawless diamonds to royal family heirlooms, these are the most expensive engagement rings in history—and the stories behind them.
1. The Graff Pink Diamond – $71.2 Million

(The Most Expensive Ring Ever Sold)
This 24.78-carat, internally flawless fancy intense pink diamond was sold at Sotheby’s in 2010 to Laurence Graff, who then reset it into an even more spectacular ring.
Why It’s So Expensive?
- One of the rarest pink diamonds in existence
- Originally mined by De Beers in the 1950s
- Reset in a platinum setting with smaller pink diamonds
- Now part of Graff’s private collection (not for sale)
“The Graff Pink isn’t just a ring—it’s a geological miracle.” – Gemological Institute of America (GIA)
2. Elizabeth Taylor’s Krupp Diamond – $30 Million+

(Hollywood’s Most Famous Ring)
Given to Elizabeth Taylor by Richard Burton in 1968, this 33.19-carat Asscher-cut diamond was once owned by Nazi-era industrialist Vera Krupp.
Why It’s So Expensive?
- Flawless clarity and exceptional cut
- One of the most famous celebrity engagement rings
- Sold at auction in 2011 for 8.8M(nowworth8.8M(nowworth30M+)
- Taylor called it her “ice skating rink”
“Liz’s Krupp diamond set the standard for Hollywood royalty.” – Jewelry Historian
3. Grace Kelly’s Cartier Emerald-Cut – $50 Million+

(The Ring That Made a Princess)
When Prince Rainier III of Monaco proposed to Grace Kelly in 1956, he gave her a 10.48-carat emerald-cut diamond flanked by two baguette diamonds—a timeless Cartier masterpiece.
Why It’s So Expensive?
- Belonged to one of the most elegant women in history
- Now a royal heirloom (worn by Princess Charlene)
- Estimated value has skyrocketed due to its provenance
- Cartier’s most iconic engagement ring design
“Grace’s ring didn’t just symbolize love—it sealed Monaco’s place in high society.” – Royal Jewelry Expert
4. Mariah Carey’s 35-Carat Pink Diamond – $10 Million

(The Ultimate Bling Flex)
When Australian billionaire James Packer proposed to Mariah Carey in 2016, he gave her a 35-carat pink diamond ring—before their breakup months later.
Why It’s So Expensive?
- Rare pink diamond from an undisclosed mine
- Custom-designed by Wilfredo Rosado
- Carey still wears it (because why not?)
- One of the largest celebrity engagement diamonds
“Mariah’s ring proves that even failed engagements can be legendary.” – Celebrity Jewelry Insider
5. Jackie Kennedy’s Van Cleef & Arpels Emerald – $50 Million+

(The Most Iconic Vintage Ring)
John F. Kennedy proposed to Jackie Bouvier in 1953 with a 2.88-carat diamond and 2.84-carat emerald ring from Van Cleef & Arpels—now priceless.
Why It’s So Expensive?
- Belonged to America’s most famous First Lady
- Later modified into a larger diamond setting
- Auction experts estimate $50M+ if sold today
- Embodies mid-century glamour
“Jackie’s ring is as timeless as her style.” – Vintage Jewelry Dealer
Honorable Mentions (Other Legendary Rings)
- Beyoncé’s 24-Carat Emerald-Cut ($5M) – From Jay-Z, with a matching wedding band
- Kim Kardashian’s 20-Carat Lorraine Schwartz ($4M) – Briefly owned before Kanye upgraded her
- Princess Diana’s Sapphire (Now Kate Middleton’s) – $500K (sentimental value: priceless)
Why Do These Rings Cost Millions?
- Rarity – Flawless pink/blue diamonds are 1 in 10,000.
- Provenance – Owned by royalty, celebrities, or historical figures.
- Craftsmanship – Cartier, Graff, Harry Winston settings.
- Symbolism – Love stories (or breakups) that captivated the world.
Final Thoughts: Would You Wear a $50M Ring?
For most, these rings are museum pieces—but for a lucky few, they’re just another sparkle in the vault.
Which ring do you think is the most stunning? Let us know in the comments!