The Academy Awards have long been a playground for watch collectors and brands alike. The 2026 ceremony proved once again that the red carpet is as much about wrist presence as it is about cinematic excellence. A number of notable actors, producers and personalities arrived wearing pieces that ranged from understated dress watches to extravagant high complications. Here are some of our favorite watches spotted at the Oscars 2026.
Leonardo DiCaprio – Rolex 1908
Leonardo DiCaprio opted for quiet elegance with the Rolex 1908, a model that represents Rolex’s modern take on classic watchmaking. Introduced in 2023 as a successor to the Cellini line, the 1908 features a slim profile, small seconds at six o’clock and the in-house calibre 7140.
The version most often seen on the red carpet comes in 18k yellow or white gold with a refined leather strap, making it one of Rolex’s most traditional dress watches in recent years. Prices typically start around $23,000, though precious metal variants can climb well beyond $30,000 depending on configuration.
For a formal night like the Oscars, it was a perfect choice.
Hudson Williams – Bulgari Serpenti Tubogas
Hudson Williams stood out with one of the most distinctive designs in luxury watchmaking, the Bulgari Serpenti Tubogas. Inspired by the shape of a coiled serpent, the watch wraps elegantly around the wrist using Bulgari’s famous Tubogas bracelet technique.
Originally introduced in the 1940s, the Serpenti remains one of Bulgari’s most recognizable designs. Modern versions often feature diamond-set bezels, gold cases and quartz movements for reliability.
Depending on materials and gemstones, the Serpenti Tubogas ranges roughly between $9,000 and $40,000, with high jewelry editions reaching significantly higher prices.
Raphael Saadiq – Audemars Piguet Code 11.59
Musician and producer Raphael Saadiq chose the Audemars Piguet Code 11.59, one of the brand’s most technically sophisticated modern collections. Since its debut in 2019, the line has become known for its complex case architecture combining a round bezel with an octagonal mid-case.
Saadiq’s piece likely featured the in-house automatic movement with a lacquered dial and elegant applied markers. The Code 11.59 has steadily gained appreciation among collectors for its craftsmanship and refined finishing.
Depending on the model, prices typically range from $30,000 to over $60,000, while complicated versions can exceed $100,000.
Timothée Chalamet – Urban Jürgensen Platinum UJ-2
Timothée Chalamet continues to prove he has one of the most adventurous watch tastes in Hollywood. At the 2026 Oscars he wore the Urban Jürgensen UJ-2 in platinum, a watch celebrated among enthusiasts for its traditional Danish-Swiss craftsmanship.
The UJ-2 is powered by a hand-finished movement developed with Kari Voutilainen and features the brand’s signature hand-guilloché dial and elegant teardrop lugs.
As a high-end independent watch, the UJ-2 sits firmly in the haute horlogerie category with prices around $100,000 to $130,000, depending on metal and finishing.
Michael B. Jordan – Vintage Piaget 9297 Tank
Michael B. Jordan embraced vintage elegance with a Piaget reference 9297 Tank, a model that reflects the ultra-thin dress watch aesthetic Piaget mastered in the 1970s.
The rectangular gold case and minimalist dial embody the classic tank-style design language. Vintage Piaget pieces like the 9297 have recently seen growing collector interest due to their refined proportions and mechanical simplicity.
On today’s vintage market, examples typically trade between $6,000 and $15,000, depending on condition and originality.
Conan O’Brien – Rolex Land-Dweller
Conan O’Brien arrived with one of Rolex’s newest conversation pieces, the Rolex Land-Dweller. The model, introduced recently as a sport-luxury alternative within the brand’s lineup, blends rugged design cues with Rolex’s renowned reliability.
With an integrated bracelet and robust Oyster-style case, the Land-Dweller represents Rolex’s continued push into versatile everyday sports watches.
Estimated retail pricing sits around $14,000 to $18,000, depending on materials and configuration.
Kevin O’Leary – Cartier Crash Skeleton & Ruby-Set Rolex Daytona
Investor Kevin O’Leary, known for his passion for watches, went all out with two extraordinary pieces.
The first was the Cartier Crash Skeleton, one of the most unusual watch designs ever created. The distorted case shape dates back to the 1960s London Cartier era, and the skeletonized modern version showcases the movement as part of the dial architecture. Limited production keeps prices extremely high, often $100,000 to $250,000+.
He also wore a ruby-set Rolex Daytona, a gem-set version of the iconic chronograph. These highly jeweled Daytonas can easily reach $150,000 to over $400,000 depending on stone quality and rarity.
Kumail Nanjiani – Vacheron Constantin Overseas Perpetual Calendar Ultra-Thin Skeleton
Kumail Nanjiani brought serious horological firepower with the Vacheron Constantin Overseas Perpetual Calendar Ultra-Thin Skeleton.
This watch combines a full perpetual calendar complication with an open-worked movement that reveals the intricate finishing Vacheron Constantin is famous for. Despite its complexity, the watch remains remarkably slim.
Retail prices typically sit around $140,000 to $170,000, placing it among the most impressive complications seen on the red carpet this year.
Robert Downey Jr. – Blancpain Fifty Fathoms Bathyscaphe
Robert Downey Jr. brought a sportier touch to the red carpet with the Blancpain Fifty Fathoms Bathyscaphe, a watch rooted deeply in dive watch history.
Blancpain originally introduced the Fifty Fathoms in 1953 as one of the first modern professional dive watches, developed for French combat divers. The Bathyscaphe variant offers a slightly slimmer and more contemporary interpretation of the legendary model.
Modern Bathyscaphe versions often feature ceramic bezels, in-house automatic movements and water resistance up to 300 meters. Depending on the material and complication, prices typically range between $12,000 and $18,000.
On a red carpet filled with dress watches and diamond-set pieces, the Bathyscaphe stood out as a confident and understated choice.
Shaboozey – Chopard L’Heure du Diamant
Shaboozey chose pure glamour with the Chopard 18K L’Heure du Diamant, a high jewelry watch that emphasizes brilliant diamond setting and precious materials.
The collection focuses on Chopard’s expertise in gem setting, often featuring fully diamond-set bezels and dials paired with elegant gold cases.
Prices vary significantly depending on gemstone quantity, but most models fall between $25,000 and $80,000, with some pieces reaching far higher.
Cole Walliser – Audemars Piguet Royal Oak Perpetual Calendar White Ceramic
Filmmaker and content creator Cole Walliser wore one of the most sought-after modern Royal Oaks: the Audemars Piguet Royal Oak Perpetual Calendar in White Ceramic.
The white ceramic case and bracelet give the classic Royal Oak design a futuristic appearance while housing a perpetual calendar complication with moonphase and full calendar displays.
Retail pricing was originally around $90,000, but due to extreme demand, secondary market prices frequently exceed $200,000.
The Oscars red carpet continues to be one of the best places to spot extraordinary watches outside of watch fairs and collector gatherings. From vintage Piaget elegance to independent masterpieces and gem-set icons, the 2026 ceremony proved that horology remains an essential part of modern red carpet style.
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