Henley shirts have long been celebrated for their versatility and timeless style, making them a staple in the wardrobes of discerning gentlemen. Originating from the uniforms of rowers in the English town of Henley-on-Thames, these shirts have transcended their sporty origins to become a symbol of understated elegance. With their characteristic button placket and comfortable fit, henley shirts effortlessly bridge the gap between casual wear and polished attire, making them ideal for a range of occasions. This article explores the finest henley shirts for men, offering insights into their history, key features, and the best products on the market today.

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What are Henley shirts

Henley shirts are distinguished by their signature buttoning placket that extends several inches down the chest, setting them apart from the typical T-shirt. Typically made from soft materials like cotton, linen, or even silk blends, these shirts combine the comfort of a tee with the refined detail of a placket. Their design is adaptable, allowing them to be worn on their own or layered, making henley shirts a versatile addition to any wardrobe.

How to style Henley shirts

For a casual look, pair a light-colored henley with dark jeans and minimalist sneakers. To dress it up, choose a dark henley, wear it under a blazer with chinos, and finish with loafers. Minimal accessories like an everyday watch can enhance this versatile staple.

Best Henley shirts for men


Celebrating the intersection of classic sportswear and vintage style, &SONS The Chariot Henley features contrasting raw cotton with navy blue sleeves, reflecting the rich heritage of both British rowing and American baseball. This shirt promises comfort and mobility, making it an ideal pick for leisurely days or active afternoons.

Luca Faloni

The Forte Shirt by Luca Faloni showcases the fine craftsmanship of Northern Italian artisans. Made from the highest quality linen, this henley is designed with a relaxed band collar and luxurious mother-of-pearl buttons, offering a breathable and stylish option for warm weather.


The Velasca Bugnara is a testament to Italian craftsmanship, combining linen and cotton in a soft, textured weave. This henley features a cream hue, relaxed fit, and distinctive horn-effect buttons, making it a versatile piece that complements both smart and casual ensembles.


This modern rendition of the traditional henley by Sunspel is crafted from their signature Supima cotton, ensuring lightweight breathability. The design includes a trocas button placket and wider rib cuffs, integrating archival elements with a contemporary fit for a refined update on a classic piece.

Tom Ford

Tom Ford transforms the casual henley into a statement of luxury with a silk-blend fabric that offers a subtle sheen and soft texture. This sleek black shirt is detailed with elegant mother-of-pearl buttons, blending comfort with high-end fashion.


Faherty's commitment to sustainability is evident in this organic cotton henley, which features a naturally faded finish for a vintage look. The relaxed cut and three-button placket enhance its laid-back appeal, making it a great choice for casual wear with an eco-conscious edge.