A Day In The Life With Madison Bailey At Tommy Hilfiger’s NYFW Show


Exploring nautical motifs, Tommy Hilfiger’s latest Spring/Summer 2025 show seamlessly combined the brand’s maritime inspirations, which have defined it since 1885. Hosted on the decommissioned MV John F. Kennedy, attendees spanned across different media and industries. There was no shortage of brilliance amongst the FROW. From Damson Idris to Tenashe, guests were presented with the brand’s latest offerings, which included classic Breton stripes and regatta jackets.

We had the pleasure of catching up with one specific avid attendee, actress and model Madison Bailey, who talked us through her pre-show prep. Talking us through her classic Oxford dress and knee-high boots combo, fashion week handbag essentials, and her go-to getting-ready playlist, read below to find out how an A-lister prepares for New York Fashion Week…

The Outfit

Can you talk us through your outfit for Tommy Hilfiger’s fashion show?
We went with a classic Oxford layered under a cord mini! Chic and fun for fall with extra points for comfort.

The Essentials



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