The Outfit Notes
Old Money Aesthetic Men

Cape Cod Navy

what a Kennedy would wear in autumn

Flat-lay of the pieces in this outfit: navy cable crewneck, white oxford shirt, mink-grey pleated straight trousers, burgundy boat shoes, ice-blue dial dress watch.
The pieces

What a Kennedy would wear in autumn: a navy cotton cable-knit crewneck over a crisp white Oxford shirt, mink grey pleated trousers and burgundy Sebago boat shoes. A Seiko Presage watch keeps it quiet. Old money style for men, 2026 autumn, preppy and seaside, built from attainable pieces.

The pieces

This page contains affiliate links: if you buy through them, we may earn a commission at no extra cost to you. Disclosure.

Prices are indicative, taken when the look was published, and may have changed. Pictures of the outfit are AI-generated illustrations of real products; the product photos are the retailers' own.

Published 2 October 2026.