And just like that, Kendall Jenner has said arrivederci to her time in Italy. The supermodel spent the better part of the week gallivanting around Venice, leaving a trail of enviable fashion moments in her wake and capturing the attention of fashion enthusiasts and street style photographers alike.
Whether she was attending the premiere of Martin McDonagh’s new film Wild Horse Nine while wearing vintage Giorgio Armani from 1995 or simply cruising around the Grand Canal by speedboat, the 30-year-old model executed every appearance with a meticulously curated wardrobe that immediately demanded closer inspection from the global style community. Despite only descending on the floating city for a few days, she managed to cram quite a few sophisticated ensembles into her itinerary, blending contemporary trends with historical fashion references and archival pieces.
There was, of course, the polished cream travel outfit and sumptuous Chanel suede bag that she wore upon her arrival at Venice Marco Polo Airport, setting an elevated tone for the remainder of her Italian holiday. Soon after, she stepped out in a sheer Vivienne Westwood black dress that slightly harkened back to the angelic Givenchy-by-Alexander-McQueen gown she wore to a Met Gala after-party a few years prior. To round it all out, she ended her cinematic trip with another notable travel look, incorporating an Olsen Twin-approved devore shawl and witchy sculptural sunglasses originally made in collaboration with art collector Peggy Guggenheim back in 1994.
The latter was just one of many art references embedded into her travel wardrobe. Jenner also donned a pair of earrings meticulously crafted by sculptor Alexander Calder in 1955. And that is not even including her subtle nod to Jane Birkin, demonstrated by a wicker basket bag similar to the traditional styles that have been causing a stir over in Nantucket, proving to be an indispensable part of her capsule wardrobe for this trip. Still, Jenner’s style has always possessed a replicable sensibility, with the pieces she has worn throughout her Italian excursion set to become some of the key defining trends of the season.
Rooted in a la dolce vita ease, a closer look at the outfits Kendall Jenner wore while attending the 2026 Venice Film Festival reveals a masterclass in transitional autumn dressing.
1. Basket Bags
Venice is often colloquially called La Serenissima, which translates to "the most serene." It is difficult not to think that this was the exact essence Jenner was trying to evoke when she stepped out in her sheer black ensemble. The sheer dress brought an ethereal quality to her outfit, appearing as lightweight and fluid as the light that dances across the surface of the city’s historic watery lagoons.
The pièce de résistance, however, was her wicker basket bag. Whether serving as a deliberate nod to the classic French girl’s signature accessory or representing a bold bid to transition the quintessential summer staple into a year-round piece, this sculptural top-handle bag undoubtedly brought a vintage, tactile quality to her look. It paired seamlessly with her strappy black mules, offering a balanced contrast between structured natural materials and fluid evening wear.
2. Floral Dresses
There is certainly no need to alert Miranda Priestly, but florals are seemingly establishing themselves as an unexpected autumnal staple. From Saint Laurent’s rich brocade skirts to Chanel’s iridescent rosette dresses, it appears that the fashion world is fully embracing botanical prints this season. Given her high-fashion pedigree, it should come as no surprise that Jenner received this style memo, taking to the historic streets around San Marco wearing a floral maxi dress sourced from Old Céline’s spring/summer 2017 collection, no less.
The print itself bore a striking resemblance to the watercolor botanicals painted by Claude Monet throughout his storied oeuvre, reinforcing the notion that Jenner’s wardrobe choices often carry deeper artistic and cultural references. Paired with minimalist footwear and understated accessories, the dress captured a romantic yet effortless spirit well-suited to the Venetian backdrop.
3. Embellished Skirts
As noted by fashion industry insiders, the party skirt is currently enjoying a major resurgence. A staple beloved by influential designers and style icons like Miuccia Prada and Alexa Chung, embellished skirts introduce a decorative touch that can instantly elevate even the most basic separates.
Jenner proved this styling rule while out in Venice, pairing a shimmering, sequined midi skirt with a simple, unpretentious white tank top and classic black heels. By juxtaposing the high-shine, festive nature of the skirt with a utilitarian everyday staple, she created a masterclass in high-low dressing that feels entirely relevant for autumn social calendars.
4. Brocade Blouses and Shawls
Jenner has long been recognized as a follower of the Mary-Kate and Ashley Olsen-inspired school of dressing. As a prominent proponent of The Row and a regular fixture at their biannual Paris Fashion Week runway presentations, it is unsurprising that she frequently looks to their personal aesthetic for inspiration.
A cardinal piece of their signature autumn wardrobe is the oversized shawl, a garment Jenner embraced when departing for the airport. Opting for a shawl crafted from a rich brocade devore material, she punctuated her classic blue jeans and comfortable ballet flats with an ornate, tactile layer. With floral accents and vintage sunglasses completing the silhouette, the look leaned into an esoteric, romantic charm, bringing her high-profile Venetian getaway to a stylish and memorable close before her return flight to California.