Kathryn MaddenJun 26, 2026 – 5.00amFor fashion designer Tommy Hilfiger, who built a billion-dollar empire on preppy all-American glamour, sailing has always been a fashionable pursuit. “Some of my earliest memories are of enjoying boat races as a kid,” he says. “Watching from the shoreline, the energy felt thrilling and magnetic. The open water stood out to me as a place of freedom and unlimited possibility. This is something I wanted to bring into the brand from day one.”Hilfiger is not alone. In the 1940s, Coco Chanel purchased Mathilde, a steel-hulled yacht with five staterooms, to assert her independence in a man’s world. Giorgio Armani’s superyacht, Main, was a lavish floating home, meticulously designed by the late fashion luminary.Subscribe to gift this articleGift 5 articles to anyone you choose each month when you subscribe.Subscribe nowAlready a subscriber? Fetching latest articles
High style meets high seas to reshape the business of fashion
As brands such as Tommy Hilfiger lead the way with luxury collabs and breezy collections designed for the ocean, life on the water is more chic than ever.













