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Mens City Break Outfits

Packing for a getaway just got easier. Our edit of men’s city break outfits is built for movement, mood and everything in between. From early-morning exploring to late-night dinners, these city break outfits for men strike the perfect balance between relaxed and refined. Start with the essentials: Levi's jeans or Diesel denim paired with lightweight clothes and easy trainers for all-day comfort. Add a sharp polo from Lacoste or a crisp shirt from Ralph Lauren to instantly elevate your daytime look. When the temperature dips, throw on a lightweight jacket, practical, polished and ready for wherever the city takes you. Accessories matter too. Think sleek sunglasses to finish the look and bring a little attitude to your outfit. From casual to considered, our take on men’s city break outfits proves that great style is all about versatility. Because the best city break outfits for men are the ones that can do it all.
BossMen's Unity Pariq Cotton Short-Sleeve Polo Shirt£65.00BossMens BOSS GREEN Plisy Long Sleeve Polo Shirt with Logo Detail£52.50BossMen's Reflective Log Polo Shirt with Decorative Branding£69.99BossMen's H Prout Short Sleeve Polo Shirt£60.00NikeMen's Court Vision Next Nature Low-Top Trainers£55.00BarbourMen's Bowery Wool Baseball Cap£25.00BarbourCarlton Wool Mix Beanie£35.00BossMens BOSS GREEN Performance Premium Polo Shirt£50.00BossMens BOSS GREEN Paddy Polo Shirt with Contrast Tipping£79.00BossMens BOSS GREEN Performance Sleek Button-Up Polo Shirt (Zone)£63.00BossMen's Maine3 Regular Fit Jeans£65.00NikeMen's Low-Top Trainers£55.00BossMens BOSS ORANGE Passenger Premium Design Polo Shirt£72.00HugoDinoso Polo Shirt£50.00BossMens BOSS BLACK Pallas Polo Iconic Logo Embroidered Shirt£50.00BossMens BOSS BLACK Short Sleeve Polo Shirt with Logo Detail - Slim Fit£50.00BarbourMen's Crieff Wool Flat Cap£40.00BossMen's Locky 2 Overshirt£60.00BossMen's Tempesto Long-Sleeve Cotton Crew-Neck Polo Shirt£45.00HugoDalomino Contrast Logo Polo Shirt£48.99BarbourCarlton Wool Mix Beanie£35.00HugoMens HUGO Modern Short Sleeve Polo Shirt with Logo Detail (Sayfong)£85.00BossMen's Paule Short-Sleeve Polo Shirt£45.00BossMen's Low Profile Sporty Trainers with Rubber Soles£70.00BarbourSandbay Quilted Trapper Hat£24.00HugoMen's Delastolo Red Cotton Short Sleeve Polo Shirt£40.50BossMens BOSS Firenze Short-Sleeve Polo Shirt with Logo Detail£30.00BossMens BOSS BLACK Penrose Slim Fit Polo Shirt with Signature Tipped Collar£50.00BossMen's Lancione Long-Sleeve Polo£52.00HugoMens HUGO Deruso Short Sleeve Polo Shirt with Logo Detail and Ribbed Collar - Premium Cotton£50.00HugoMens HUGO Deruso Short Sleeve Polo Shirt with Logo Detail and Ribbed Collar - Premium Cotton£50.00NikeMen's Court Vision Next Nature Low-Top Trainers£45.00HugoMen's Dusplited Polo Shirt£37.00HugoMen's Duspliter Short Sleeve Polo Shirt£39.00BossMens BOSS Short Sleeve Polo Shirt with Ribbed Collar (C Parlay)£45.00BossBoss Sw Snug Hood 10276675 01 Polo Shirt Mens£52.00BossMen's Delaware3 Slim Fit Jeans£37.00BossMen's P Tessler Short Sleeve Polo Shirt£37.80BossMen's Hadikonos Short Sleeve Polo Shirt£37.80BossMen's Te Voyage Short Sleeve Polo Shirt£23.00BossMen's Firenze Short Sleeve Polo Shirt£27.00BossMen's Paule Short-Sleeve Polo Shirt£30.00BossMen's Low-Top Trainers£60.00BossMen's Extreme Run Trainers, Comfort and Durability£39.00BossBoss H-Stimmann 109 10273843 01 Polo Shirt Mens£45.00Polo Ralph LaurenMen's Sayer Canvas Low-Top Trainers£26.00NikeCharge Low Suede Shoes Mens£42.00BarbourMens Haydon Tartan Waxed Bucket Hat£45.00BossBoss Delaware3-1-200 10248716 01£53.99BossMen's Paras Short Sleeve Polo Shirt£35.00HugoMens BOSS Red Bull F1 Short Sleeve Polo Shirt (2025)£20.00HugoMen's Vcarb Short Sleeve Polo Shirt£18.00

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