If you’ve ever dreamed of slipping on a ring that exudes the grace of Audrey Hepburn, the edge of Debbie Harry, or the glam of Elizabeth Taylor, you’re in the right place. Vintage engagement rings are more than just jewelry; they’re tiny time capsules of style, history, and personality. Let’s take a walk down memory lane with some of the most iconic rings ever worn — and discover how to make that magic your own.

Audrey Hepburn
Few people embody elegance quite like Audrey Hepburn. Her engagement ring from Mel Ferrer was as refined as she was: a platinum eternity band with baguette diamonds in a sleek channel setting. She also had two additional wedding bands in white and rose gold, which she would alternate depending on her mood. Simplicity and sophistication, all in one.

Why it’s still fabulous: The slim, stackable bands and mixed metals offer endless versatility, while the clean lines whisper timeless charm.

Grace Kelly
Grace Kelly’s engagement ring from Prince Rainier of Monaco is the stuff of legends. A dazzling 10.48-carat emerald-cut diamond flanked by two baguettes, this ring graced both the silver screen and the palace halls. Her royal love story only made the ring shine brighter.

Why it’s still fabulous: Emerald cuts ooze sophistication, and the three-stone setting is perfect for those who want a bold yet balanced design.

Jackie Kennedy
For lovers of Art Deco flair, Jackie Kennedy’s ring from John F. Kennedy is a masterpiece. It features a 2.88-carat diamond and a 2.84-carat emerald in a striking moi-et-toi (“me and you”) setting. Later, she added marquise-cut diamonds for extra sparkle.

Why it’s still fabulous: This ring celebrates color, contrast, and personal touches, making it ideal for those who want a one-of-a-kind design.

Elizabeth Taylor
No diamond list is complete without Elizabeth Taylor. Her 33.19-carat Asscher-cut diamond from Richard Burton is the definition of old-school Hollywood glamour. Originally gifted as a loose stone, Taylor had it set into a ring — and the rest is history.

Why it’s still fabulous: The Asscher cut radiates vintage glamour, while the stone’s sheer size makes it a showstopper.

Marilyn Monroe
Marilyn Monroe’s eternal romance with diamonds lives on through her eternity band from Joe DiMaggio. Set with 35 baguette diamonds, it was understated yet unforgettable — much like Monroe herself.

Why it’s still fabulous: Eternity bands symbolize everlasting love and offer a sleek, modern edge to vintage-inspired looks.

Debbie Harry
Blondie’s frontwoman Debbie Harry turned heads with her punk-meets-glam aesthetic, and her jewelry reflected that same bold energy. Imagine a dark, edgy spin on Art Deco, with black diamonds or geometric settings.

Why it’s still fabulous: Rock ‘n’ roll meets vintage elegance in a ring that breaks the rules while honoring tradition.

Cyndi Lauper
Time after time, Cyndi Lauper has championed fearless self-expression. A ring in her honor would be a playful fusion of bright gemstones, unique shapes, and unexpected pairings — perhaps a vintage-inspired cluster ring with pops of color.

Why it’s still fabulous: It’s bold, fun, and totally unique — just like the woman herself.

Cher
Cher’s bold, otherworldly glamour calls for a statement ring that refuses to be ignored. Think oversized stones, exotic cuts, and dramatic settings — a ring fit for a goddess.

Why it’s still fabulous: Cher’s style teaches us that bigger is better and more is more when it comes to making an unforgettable impression.

Madonna
The Queen of Pop has never been afraid to push boundaries. A Madonna-inspired ring might feature unconventional stones, intricate metalwork, or vintage gothic elements that break the mold.

Why it’s still fabulous: It celebrates reinvention and individuality, proving that tradition is just a starting point.

Fleetwood Mac
Channeling the ethereal, bohemian vibes of Fleetwood Mac calls for a ring infused with mysticism — moonstone, opal, or deep-hued sapphires set in antique gold or intricate silver.

Why it’s still fabulous: It’s a perfect nod to free spirits who embrace magic and mystery in every detail.

Sophia Loren
Sophia Loren’s fiery Italian glamour would be best captured in a bold, vintage-inspired cocktail ring. Picture rich rubies or dazzling emeralds, set in intricate goldwork.

Why it’s still fabulous: It radiates confidence, passion, and timeless beauty.

Diahann Carroll
Diahann Carroll’s grace and poise demand a ring that combines elegance with strength. A sophisticated emerald-cut diamond or sapphire set in platinum would be a perfect tribute.

Why it’s still fabulous: It’s sleek, bold, and endlessly refined.

Donna Summer
The Queen of Disco deserves a ring as dazzling as the dance floor. Imagine a starburst design with brilliant diamonds radiating from a central stone.

Why it’s still fabulous: It captures the energy and glamour of a bygone era.

Lena Horne
Lena Horne’s elegance calls for something regal. A vintage halo setting surrounding a velvety blue sapphire would embody her timeless sophistication.

Why it’s still fabulous: It’s a tribute to resilience and grace under pressure.

Iman
Supermodel Iman’s global allure invites exotic inspiration — perhaps a Moroccan-inspired design with intricate filigree work and a stunning center stone.

Why it’s still fabulous: It blends cultural richness with modern sophistication.

Aretha Franklin
The Queen of Soul deserves nothing less than a showstopper. Think bold yellow diamonds or a unique vintage cluster setting.

Why it’s still fabulous: It demands attention, just like Aretha.

Beverly Johnson
Beverly Johnson shattered barriers with style. Her ring might feature sleek, modern lines with unexpected details — like a hidden gemstone or a sculptural band.

Why it’s still fabulous: It’s quietly daring, much like Johnson herself.

Billie Holiday
Billie Holiday’s sultry voice and troubled beauty would be perfectly encapsulated in a vintage art nouveau ring, featuring sinuous lines and deep, mysterious stones.

Why it’s still fabulous: It whispers of jazz clubs and moonlit nights.

Dorothy Dandridge
Dorothy Dandridge’s glamour deserves a bold, romantic piece — perhaps a ruby set in an ornate vintage gold band.

Why it’s still fabulous: It speaks of passion, drama, and undeniable star power.

Josephine Baker
Josephine Baker’s flamboyant spirit could only be matched by a ring as daring as she was. Picture bold geometric shapes and dazzling diamonds.

Why it’s still fabulous: It’s fearless, just like Baker herself.

These legendary women taught us that engagement rings are more than symbols of love; they’re statements of identity. Whether you lean toward classic Hollywood glamour or rock star rebellion, a vintage-inspired ring lets you carry a piece of history on your finger. Ready to find (or design) your perfect match? Dive into our curated collection and channel your inner icon.