For the jet-setting gentleman, anywhere you jaunt demands a look that travels as well as you do. Think airy shirts, tailored shorts, and accessories that pack a knockout punch, from an oversized duffel to bold shades and a watch that commands attention without saying a word. Each piece is built to handle the pace, the planes, and the nights that don’t quit, whether you’re sipping mojitos in the Maldives or dancing with your leading lady in Dominica
BY CHRISTINE CIPOLLA
Orlebar Brown Swift Polo
Reinvigorating resort wear with thoughtful construction and versatility in mind, the label dreamed up this dashing shirt crocheted from cotton and finished with a V-neck and dark stripes for a preppy-cool take on casualwear. $750, mytheresa.com
Santos De Cartier Eyewear
Add a splash of audacity to your visage with these killer shades. Inspired by the iconic Santos watch, the polarized blue glasses present a unique and sophisticated layout with faceted details and decorative screws. They’re finished in brushed platinum, with the house logo engraved on the side. $1,495, cartier.com
Ralph Lauren Suit Trouser
Who says guys can’t wear pink? These linen pants deliver a debonair, confident aura with a structured waist, clean front pleats, and tapered legs. They’re finished with cuffed hems for an uncomplicated, modern outline, while the airy finish is perfect for tropical escapades. $398, ralphlauren.com
Rolex 1908 Perpetual Watch
Blending vintage cues with contemporary design, this timepiece exudes luxury, from its split-fluted bezel to its finely detailed dial and optional alligator strap. Powered by the efficient, slim caliber 7140 that’s on display through a transparent caseback, the watch nods to the brand’s heritage without veering into nostalgia. The result is a versatile foundation, built for future evolutions while remaining timeless in its appeal. $31,500, leonardojewelers.com
Brunello Cucinelli Jacket & Shorts
Lightness and fluidity are the key concepts that define this unlined outerwear piece fabricated from nylon tech fabric. It’s easily packable and ideal for breezy oceanside evenings. Pair the dark cherry jacket with cotton gabardine shorts that scream country club with a sporty edge. Top $3,850, pant $1,100, garmany.com
Prada Canvas Duffel
Embrace the spirit of the open sea with this lightweight bag animated by nautical-inspired navy stripes. Supple leather trims enrich the roomy, multi purpose carryall. It exposes an embroidered logo on the front, zip closure, and a removable key ring with a hot-stamped logo. The interior is paneled in canvas and offers pockets to hide your essentials. $3,650, prada.com
J.McLaughlin Callistair Linen Pants
Highlighting a deep azure hued imperial toile pattern, these standout bottoms strike a refined balance between ease and style. A crisp, nicely tapered leg elevates the silhouette, while the adjustable drawcord front ensures all-day functionality without sacrificing the streamlined appearance. $148, jmclaughlin.com
Vilebrequin Swim Trunks
Sunny days are here once again! These durable swim shorts are distinguished by intricate Medusa flower and jellyfish embroidery, adding a playful energy. Crafted for the active man, they provide a drawstring waistband for a secure fit, along with a back button-through welt pocket. $595, garmany.com
Hermès Jackson Sandal
Emphasizing innovation and timelessness, this techno-shoe is rendered in neutral suede goatskin and smooth calfskin with a contemporary vibe. A black rubber sole provides lasting support, while the iconic palladium plated Kelly buckle lends a signature touch of elegance. Completed with a leather insole and lining, the swanky footwear melds everyday practicality with understated luxury. $1,375, hermes.com