You say “bypass” I say ’90s…and think instantly of a ring from my personal collection, purchased at a vintage boutique on Worth Avenue in Palm Beach. Featuring a trillion-cut peridot set in a ton of 18k yellow gold, it’s definitely ’90s City.
And yet, suddenly bypass rings are everywhere again, introducing a new generation of customers to a vintage style that’s starting to look fresh even to those already familiar with the design—especially in the hands of designers who delight in reinterpreting the classic crossover structure in ways that feel surprisingly modern, or, set with gems galore, just incredibly luxe.
White diamond Heritage ring in 18k yellow gold, $2,090; Sethi Couture
Ring with 5.36 ct. diamond and 4.07 ct. ruby in 18k white gold, price on request; Gilan
Zella bypass engagement ring with 0.43 ct. t.w. diamonds in 14k white gold, $2,480 (center stone not included); Gabriel & Co.
Estrella crossover ring with 0.04 ct. t.w. diamonds in 14k yellow gold, $815; Michelle Fantaci
Magic ring with diamonds in 18k white gold, $1,300; Georg Jensen
Sorrento collection Geo bypass ring with 7.5 mm–8 mm white cultured pearl and 0.06 ct. t.w. diamonds in 18k yellow gold, $870; Mastoloni
Double Spray engagement ring with 1.36 cts. t.w. diamonds in 14k rose gold, $11,500; Marrow Fine Jewelry
Open Solstice bypass ring with 0.09 ct. t.w. diamonds in 14k white gold, $895; Graymoor Lane
Aerial Victorian bypass ring with 3.8 cts. t.w. diamonds in 18k white gold, $29,990; Hearts On Fire
Spica Bypass ring with 0.25 ct. diamond and 0.5 ct. t.w. pavé diamonds in 14k yellow gold, price on request; Khai Khai
Doorstop S Ring with pavé diamonds in 14k yellow gold, $795; Sydney Evan
Starburst Coil Ring with .53 cts. t.w, diamonds in 18k white gold, $3,490; Penny Preville
Buckle Ring with 1.2 cts. t.w. emeralds and baguette diamonds in 14k yellow gold, $4,050; Retrouvai
Top: Eva Ring with pavé white diamonds and 14k yellow gold, $2,500; Selin Kent
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