Harry Winston Cocktail Rings

Harry Winston rings have a way of finding the spotlight with their rare and dazzling gemstones. The jewelry purveyor has long cultivated a relationship with celebrities and the public alike with a press-savvy approach that began in 1935 when the brand’s late founder Harry Winston (1896–1978) acquired the jaw-dropping “Jonker,” a whopping 726-carat diamond that he toured around the United States.

Stars like Shirley Temple and Claudette Colbert posed with the diamond, and a movie was produced by MGM about its discovery. Harry Winston has since fitted its offerings around the necks, wrists and fingers of some of history’s most fascinating people; the company even has a section on its website titled “Jeweler to the Stars.” And rings have played some of the biggest roles in this history.

Aristotle Onassis presented former first lady Jacqueline Kennedy with a Harry Winston engagement ring featuring a 40.42-carat marquise-cut diamond known as the Lesotho III, one of several stones Winston had cleaved from the 601-carat Lesotho during an event broadcast on live television in 1968. The ring would go on to sell for $2.6 million at a 1996 Sotheby’s auction of Mrs. Onassis’s estate. In 2002, Ben Affleck proposed to Jennifer Lopez with a 6-carat pink radiant-cut diamond from Harry Winston, contributing to the trend of rare colored diamonds. (Lopez later received a Harry Winston 8.5-carat blue diamond ring from Marc Anthony.)

Alongside these famed engagement rings, the house has created a broad range of rings for consumers over the years, including examples of its famous Winston Cluster design, in which stones appear to float in near-invisible settings; the Candy collection featuring oversize cocktail rings with vibrant stones like sapphires and emeralds; and the Toi et Moi ring with its dual marquise-cut diamonds. For the 125th anniversary of Winston’s birth in 2021, current CEO Nayla Hayek debuted the Winston Pink Legacy with an 18.96-carat pink diamond, celebrating the brand’s legacy of glamorous jewelry showcasing some of the world’s most stunning gems.

Find a collection of Harry Winston rings on 1stDibs. For help in finding just the right engagement ring, visit our engagement ring buying guide.