Katie Holmes and Jason Bard Yarmosky during their September 2026 trip to Milan.
Katie Holmes and Jason Bard Yarmosky continued their time together in Italy with a low-key outing in Milan, where the couple was photographed in coordinated neutral-toned outfits.
Holmes and Yarmosky were spotted sightseeing in Milan on Sept. 25, as their extended Italian trip continued through September. Their appearance came after several public outings together in recent months, including fashion events in New York and a summer gathering in the Hamptons.
The pair kept their Milan look understated, with both choosing soft neutral colors rather than identical outfits. Holmes wore a beige trench coat over a white blouse with tan wide-leg pants, completing the outfit with black flats and a matching handbag.
Yarmosky coordinated with her in an ivory long-sleeved top, black trousers and dress shoes. The similar color palette gave the pair a coordinated appearance without making their outfits completely matching.
Katie Holmes and Jason Bard Yarmosky Sightsee in Milan
The Milan appearance was part of what has been a busy September for Holmes and Yarmosky.
According to PEOPLE, the couple has spent much of the month in Italy, where they have enjoyed a range of activities together. Their time abroad has included sightseeing as well as more private moments, including hiking and candlelit dinners.
Their latest outing also coincided with Milan Fashion Week, giving Holmes another opportunity to combine her fashion interests with time spent alongside Yarmosky.
The actor and filmmaker has long been associated with understated fashion, and her Milan outfit followed that approach. The beige and tan pieces created a relaxed monochromatic look, while the black accessories added contrast.
Yarmosky’s outfit followed a similarly restrained palette, with ivory and black creating a visual connection between the two looks.
The Couple Has Developed a Coordinated Style
Matching or coordinated outfits have become a recurring feature of Holmes and Yarmosky’s public appearances.
Rather than wearing identical pieces, the two have generally appeared to coordinate through colors and overall styling. Their Milan outfits continued that pattern.
The approach was also visible during their New York Fashion Week appearances earlier in September.
On Sept. 9, Holmes and Yarmosky attended the Cult Gaia spring/summer 2027 runway show together. Holmes wore a black off-the-shoulder top with black textured pants, while Yarmosky opted for a gray T-shirt and black pants.
Their outfits were different, but the dark color palette gave them a connected appearance.
The pair also attended Calvin Klein’s spring/summer 2027 show on Sept. 11. Holmes wore a white button-down shirt with an ivory skirt, while Yarmosky chose an ivory sweater and striped trousers.
Those appearances established a pattern that carried into their Milan outing: similar tones, complementary pieces and a generally understated approach.
Holmes and Yarmosky First Drew Attention in July
Although Holmes and Yarmosky have kept much of their relationship private, their public appearances together have gradually made their connection more visible.
The two were first romantically linked during the summer after attending a screening of The Invite in East Hampton on July 10.
The event was hosted by The Cinema Society at the East Hampton Regal UA, where the pair were seen together.
An onlooker described the two as comfortable around each other and said they spent the evening together during the movie.
Their appearance at the screening became an early public indication that Holmes and Yarmosky were spending time together.
In the weeks that followed, they were photographed at additional events, making their relationship increasingly visible without either turning it into a major public spectacle.
A Summer Appearance at the Ferragamo Event
Holmes and Yarmosky continued appearing together during the summer, including at a Ferragamo pop-up at Topping Rose House in Bridgehampton, N.Y., on July 24.
Their outfits at the event again showed an element of coordination.
Holmes wore a sheer blouse with a cream-fringed skirt, adding a bright orange handbag and black patent leather mules to the look.
Yarmosky was also photographed alongside her at the gathering, which became another public appearance for the pair.
The Bridgehampton outing came shortly after their first public appearance together and added to growing interest in their relationship.
By September, however, the two were appearing together more regularly, including at major fashion events.
New York Fashion Week Put Their Style in Focus
Holmes and Yarmosky’s September appearances in New York also placed attention on how naturally their wardrobes complemented each other.
Their appearance at the Cult Gaia show was one of several fashion-related outings during New York Fashion Week.
Holmes has been a familiar presence at fashion events for years, and her appearances during fashion month are often followed closely because of her personal style.
Yarmosky joined her for several of those events this season, creating a different kind of public visibility for the couple.
At the Cult Gaia show, their black-and-gray outfits worked together without looking deliberately identical.
That same approach continued at the Calvin Klein presentation two days later, where ivory and neutral tones connected their looks.
Their Milan appearance therefore wasn’t an isolated fashion moment. Instead, it followed several weeks of public outings in which the couple repeatedly appeared in complementary colors.
Milan Adds Another Chapter to Their September Trip
The latest sighting also shows how the couple’s relationship has moved beyond occasional event appearances.
Earlier outings took place largely around social and fashion events in New York and the Hamptons. Their September trip has given them more opportunities to be photographed together while traveling.
In Milan, they were seen sightseeing rather than simply attending an industry event.
That distinction has added a more everyday element to their recent public appearances.
Holmes and Yarmosky have also been photographed together during Milan Fashion Week, including at the Tod’s spring/summer 2027 presentation on Sept. 25. Vogue reported that Holmes wore a cream trench coat, white knit top and oat-colored wide-leg trousers, while Yarmosky wore a cream long-sleeved knit with black tailored trousers.
The fashion-week appearance and sightseeing outing placed the couple in Milan during one of the city’s busiest fashion periods.
Who Is Jason Bard Yarmosky?
Yarmosky is an artist known for his paintings and drawings, with his work exploring themes including time, aging and memory.
His professional background differs from Holmes’ long career in film, television and theater, but the two have increasingly appeared together at cultural and fashion events.
Their relationship has consequently attracted attention not only because of Holmes’ celebrity status but also because of Yarmosky’s own creative career.
Public appearances have so far provided most of the visible details about their relationship, while the couple has largely avoided making extensive personal commentary about it.
Their Relationship Has Remained Relatively Low-Key
Despite the increased number of public appearances, Holmes and Yarmosky’s relationship has generally been presented through photographs and sightings rather than extensive public statements.
Their first appearance together in July was followed by the Ferragamo event, New York Fashion Week appearances and their time in Italy.
PEOPLE previously reported that the two had become close relatively quickly and enjoyed spending time together.
Their Milan outing fits that broader picture: the couple spending time together, attending fashion events and exploring places during a busy month.
Rather than making a major announcement about their relationship, Holmes and Yarmosky have gradually become more visible together through these appearances.
A Fashionable September for Katie Holmes
For Holmes, September has combined travel, fashion and personal appearances.
Her New York Fashion Week schedule included multiple events with Yarmosky, followed by their time in Italy and appearances during Milan Fashion Week.
Her Milan sightseeing outfit also reflected the minimalist style that has become a recognizable part of her public fashion image.
The beige trench coat, white blouse and tan trousers created a simple, polished combination, while the black flats and handbag provided a classic finishing touch.
Yarmosky’s ivory-and-black outfit complemented that look without copying it.
Together, their clothes created the kind of coordinated appearance that has become familiar during their recent public outings.
Holmes and Yarmosky Continue Their Italian Getaway
The Milan sighting comes as Holmes and Yarmosky continue spending time together in Italy.
Their September activities have included travel, sightseeing, outdoor activities and dinners, alongside appearances connected to the international fashion calendar.
Their latest public appearance suggests that their time together has included both scheduled fashion events and more casual moments around the city.
As Milan Fashion Week continues, Holmes’ presence in the city has also placed her within one of the year’s biggest international fashion gatherings.
For now, the couple’s public appearances continue to offer glimpses into their relationship while keeping most personal details private.
Their coordinated Milan outfits were another understated example of how their styles have increasingly complemented each other, following similar appearances throughout the summer and New York Fashion Week.
