Inside Cupshe’s 10th Anniversary Runway at Miami Swim Week 2025
Photography by Charles L. Barnes
Under the palm-lined skies of Miami, Cupshe returned to Miami Swim Week with a celebratory splash—unveiling its fourth annual runway show in honor of its 10-year anniversary. Held on May 30th, event was as much a brand milestone as it was a moment of cultural relevance, seamlessly blending fashion, music, and influencer star power in front of a live audience of media, fans, and friends of the brand.
A Performance-Driven Opening
Before the first model even stepped onto the runway, singer-songwriter Sabrina Claudio delivered an intimate live performance, casting a sultry tone that set the stage for the rest of the night. It was an elegant way to elevate the energy before the swimwear showcase officially began.
A Runway Cast Anchored by Celebrity Power
Cupshe didn’t just walk the walk—it brought a lineup that mirrored its growing global community and entertainment reach. Leading the runway was Kelsey Anderson, fresh off her win on The Bachelor, walking for the first time in her own co-branded collection, Cupshe x Kelsey Anderson: Summer Postcards. The surprise debut marked a milestone not just for Anderson but for the brand’s collaborative direction.
She was joined by a cast that underscored the show’s cross-genre cultural resonance: body-positive model Iskra Lawrence, Love Island USA alum JaNa Craig, Vanderpump Rules personality Brittany Cartwright, Summer House’s Lexi Wood, Love Is Blind’s Jessica Vestal, Love Island UK’s Grace Jackson, and The Golden Bachelorette’s Joan Vassos. Sisters and influencers Sophia and Aurora Culpo also made appearances, amplifying the show’s social media reach.
Two Collections, One Cohesive Message
The show featured a total of 65 looks, extending beyond women’s swimwear to include men’s and children’s pieces—demonstrating Cupshe’s expanding market and inclusive approach. The spotlight shone on two central collections.
First, Cupshe x Kelsey Anderson: Summer Postcards, a dreamy take on vacation dressing, paired playful prints with polished, figure-flattering silhouettes. Then came the Miami Swim Week 2025 Collection, rooted in vintage charm. Retro floral motifs, classic cuts, and a bright yet wearable color palette spoke to a nostalgia-infused sensibility that still felt undeniably modern.
Celebrating Ten Years of Global Growth
The evening also doubled as a celebration of Cupshe’s decade-long journey from rising e-commerce label to leading vacation lifestyle brand.
"This year, we celebrated our ten year anniversary in partnership with so many friends and family of the brand, whether in the audience, watching our livestream, or walking the runway. This was an incredible event cherishing our heritage, celebrating where we are now, and driving excitement for our future as we expand globally and deepen relationships with our wonderful Cupshe community."
Iris Yen, Chief Marketing Officer of Cupshe
That future feels well within reach. With collections now available online at cupshe.com, and a growing list of celebrity fans including Kendall Jenner and Kim Kardashian, the brand continues to evolve without abandoning its original ethos: empowering women around the world to feel their best in accessible, thoughtfully designed swimwear.
A Miami Moment Worth Remembering
As attendees mingled and cameras flashed, the show cemented Cupshe’s place at the intersection of fashion and pop culture. More than a swimwear event, this was a statement about where Cupshe is headed—and how it intends to keep the momentum going into its next decade.