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The Best Men's Swimwear For The 2020 Caribbean Season

20 November 2020By Olivia Michel

Whether you're a superyacht owner or planning your next charter holiday, a few pairs of men's swim shorts are a yachting wardrobe essential. Give yourself a fashion update this Caribbean season with our edit of the best high-end swimming trunks for men, from swimwear brands including Sunspel, Vilebrequin and Orlebar Brown.

Giorgio Armani Patterned swim shorts

Sporting a colourful pattern and the Armani signature, these drawstring swim trunks are perfect for packing on your holiday.

£230 from Giorgio Armani


Loro Piana Mid-Length Swim Shorts

These sunny-coloured and super soft shorts from Loro Piana are stylish and practical, featuring a waistband loop for hooking on your sunglasses or key ring.

£270 from Mr Porter


Paul Smith Striped Swim Shorts

Featuring a colourful striped pattern typical of Paul Smith clothing, these lightweight shorts are ideal for bringing on a holiday in sunnier climes.

£100 from Harrods


Sunspel Tailored Swim Short

Since 1860 Sunspel have been making fine-quality clothing in classic styles. The design of these sky blue shorts were inspired by the trunks worn by Sean Connery in Thunderball.

£95 from Sunspel


Solid & Striped California Shorts

For a summery look, don these seersucker-style shorts which add a little extra length to the classic style.

$145 from Solid & Striped


Frescobol Carioca Copacabana Print Swim Shorts

Quick-drying swim shorts by Frescobol Carioca are inspired by the laidback Brazilian lifestyle. The Copacabana print echoes waves crashing on the beach.

$245 from Frescobol Carioca


Orlebar Brown Bulldog Swim Shorts

Cut in a classic style, these Orlebar Brown shorts feature a fun nautical print and an adjustable waistband for the perfect fit.

£255 from Orlebar Brown


Polo Ralph Lauren Traveller Swim Shorts

With classic styles and simple colours, Polo Ralph Lauren shorts are easily paired with a day-time outfit. This pair features the signature pony logo in red and three pockets for storing valuables.

£59 from Ralph Lauren


Orlebar Brown GoldenEye Mid-Length Swim Shorts

The perfect pair of trunks for the James Bond enthusiast. In celebration of the upcoming release of the 25th Bond film, No Time to Die, Orlebar Brown has created a swimsuit featuring a photographic print of Jamaica's GoldenEye resort - formerly Ian Fleming's beloved Oracabessa Bay villa in which he wrote his famous spy novels.

£109 from Orlebar Brown


Hartford Mid-Length Swim Shorts

These nautical-style, navy Hartford swim shorts are a yachting wardrobe essential. Made from a quick-drying lightweight shell, they'll take you from the pool to the beach bar in style.

€95.50 from Mr Porter


Thorsun Titan Swim Shorts

Thorsun's Titan shorts are inspired by the precision of Saville Row tailoring. This colourful pair are made from a lightweight, quick-drying fabric and finished with a drawstring waist.

$275 from Mr Porter


Thom Browne Long-Length Striped Swim Shorts

Cut to sit just above the knees, these long swim shorts have Thom Brown's preppy signature all over, from the four stacked stripes circling the leg, to the tri-tone grosgrain stitched into the waistband at the back.

€442 from Mr Porter


Orlebar Brown Abaton Crete Swim Shorts

Designed in colloboration with Abaton Island Resort & Spa, these classic tailored swim shorts from Orlebar Brown feature a photographic image of Crete's rocky shoreline and the resort’s stylish exterior - perfect for wearing on a superyacht cruise around the Greek islands.

€421 from Abaton Island


Vilebrequin Men Swimwear Bateaux Sur L'Eau

Charming nautical prints, a flattering design and quick-drying fabric make Vilebrequin shorts the perfect choice from bringing on board.

£185 from Vilebrequin


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