The life aquatic needn’t be salty—in fact, it can be downright glamorous. Few figures have embodied that aspiration better than the legendary yachtsmen of the 20th century, from John F. Kennedy at the wheel of his 25-foot wooden sailboat Victura to Gianni Agnelli piloting his 82-foot yawl Agneta to Aristotle Onassis entertaining the great and the good on his 325-foot superyacht Christina O. And more recently, we have the example of Kiwi actor-turned-hotelier-turned-sailor Anouska Hempel and her self-designed Turkish gulet Beluga. Following their respective wakes, we’ve assembled peak-summer ensembles inspired by their inimitable approaches to life at sea.

Automotive Round Sunglasses

$555.00

Cable-Knit Cashmere Sweater

$1,295.00

Linen Trouser

$595.00 $419.00

Polka-Dot Silk Scarf

$295.00

Cable-Knit Cotton-Silk Polo Sweater

$1,295.00 $909.00

Distressed Leather Double–O-Ring Belt

$245.00

Garment-Dyed Jersey Pocket T-Shirt

$350.00

Bosworth Linen-Silk Espadrille

$395.00

JFK, Agnelli, Onassis—what all three men had in common (aside from hosting Jacqueline Kennedy Onassis aboard their vessels at different times) was an embrace of nautical style at its most traditional and pure. Think striped shirts with white shorts or trousers and a navy windbreaker or blazer within reach to ward off a chill or to entertain company. Accessories including tortoiseshell sunglasses, a ball cap, and an accurate-to-the-second watch didn’t just finish the look but helped complete the voyage.

Hadley Hand-Tailored Panama-Weave Jacket

$2,495.00 $1,749.00

Automotive Round Sunglasses

$440.00

Linked-Circles Silk Square Scarf

$350.00 $249.00

Gregory Hand-Tailored Silk-Linen Trouser

$695.00

Hadley Hand-Tailored Silk-Linen Jacket

$2,295.00 $1,609.00

Bryer Throw Pillow

$250.00

Silk-Linen Camp Shirt

$495.00

Silk-Linen Drawstring Short

$495.00

Bosworth Cotton Canvas Espadrille

$395.00

Glenn Hand-Tailored Suit Jacket

$2,295.00 $1,609.00

Channel-Quilted Calfskin Belt

$395.00

Slim Fit Stretch Twill Pant

$695.00

Automotive Round Sunglasses

$555.00

Hadley Hand-Tailored Silk-Linen Jacket

$2,295.00

Darby Throw Pillow

$235.00

Silk-Linen Camp Shirt

$495.00

Calfskin-Wrapped Sterling Silver Cuff

$450.00

Silk-Linen Drawstring Short

$495.00

Fisher Calfskin Slide Sandal

$695.00

When Anouska Hempel acquired the Beluga in 2001, she transformed the vessel from a traditional Turkish racing yacht into a floating expression of her stripped-back yet opulent style of interior design. It’s an ethos that can be translated into your own wardrobe through neutrals set against rich, earth-tone accessories (and vice versa) and the deployment of select maximal touches like a paisley tie, an animal-print pocket square, or a braided leather tote.

Silk-Linen Field Jacket

$3,495.00 $2,449.00

Silk-Linen Camp Shirt

$495.00

Gregory Hand-Tailored Silk-Linen Trouser

$695.00

Hadley Hand-Tailored Silk-Linen Jacket

$2,295.00 $1,609.00

RL x Tyler Glasses Lana Throw Pillow

$795.00

Poplin Shirt

$595.00

Gregory Hand-Tailored Silk-Linen Trouser

$695.00

Handwoven Leather Sandal

$660.00 $464.00

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