The sheer, unrelenting freedom of the ocean – salty seaspray, the rhythmic crashing of waves – has long inspired adventurers and designers alike. Tommy Hilfiger, New York’s reigning king of neo-prep apparel, is no exception.
With a legacy tied to the open water since the ‘90s, the American label is setting sail once again with the Hilfiger Sailing Collection, a limited-edition nautical capsule that celebrates the brand’s maritime heritage, but is every bit contemporary cool.
For a moment, let’s chart a course back to the earliest days of Tommy Hilfiger. The eponymous designer’s passion for sailing isn’t some disingenuous marketing ploy – it’s been stitched into his brand right from the beginning. From its earliest regatta-inspired pieces to the iconic flag logo (itself inspired by maritime signals), the spirit of the sea has always been a guiding force. Now, to celebrate four decades of design, Hilfiger is diving deep into the archives – to reinterpret classic sailing apparel for a new generation of fashion lovers.
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The 22-piece capsule draws heavily on competitive sailing and the history of yacht racing on New York’s Hudson River. It’s a well-balanced blend of heritage and performance clothing: technical regatta jackets layered over fleece sweats and tees. Signature nautical motifs – ropes, pulleys, and the aforementioned Tommy Hilfiger signal flag – are masterfully integrated as subtle nods to the brand’s seafaring tradition.
“For this collection we dug into our archives and reinterpreted some of our most iconic sailing pieces through a modern lens.” – Tommy Hilfiger


The colour palette is where Hilfiger’s new sailing collection really excels. While the brand has always been synonymous with the America-approved trio of red, white and blue this collection introduces deep greens and sophisticated reds, adding a fresh dimension to coastally inspired clothing. New hues for a new generation.
“The open water and the yachting lifestyle have always carried a sense of freedom and adventure.” – Tommy Hilfiger


Naturally, Tommy Hilfiger’s affinity for sailing extends beyond the realm of design. His first sponsorship in the world of competitive sailing began in 2003, backing elite teams and integrating performance-driven innovation into his designs. Now, that passion takes on new momentum with the brand’s backing of the U.S. Sail GP Team – an audacious fusion of high-octane sport and refined style.

The Hilfiger Sailing Collection channels big wave energy in, offering a modern take on an enduring classic. It drops globally on April 10 via tommy.com, Tommy Hilfiger stores, and select retailers.
This article is presented in partnership with Tommy Hilfiger. Thank you for supporting the brands that support Boss Hunting.