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Men's City Break Outfits

Discover our edit of men’s city break outfits curated for afternoons exploring new neighbourhoods, late dinner reservations and weekends spent navigating the streets of your next destination. From spring trips to Rome to summer weekends in Madrid and autumn escapes to Edinburgh, find city break outfit ideas designed for every type of getaway. Keep daytime looks contemporary with tees by Casablanca or Represent, paired with Acne Studios jeans and Burberry trainers, ideal for long days walking around the city without compromising on style. For cooler evenings and changing weather, layer a lightweight jacket or an overshirt by Stone Island over a sweatshirt for an easy extra layer whilst travelling. Complete your look with designer sunglasses by Prada and Gucci, suited to rooftop drinks, outdoor cafés and sightseeing in the sun. Whether you’re packing for a short European break or planning outfits for a longer trip abroad, discover men’s city break outfits designed to work from daytime exploring through to evening plans.
BurberryMen's Ryan Big EKD Cotton Graphic Short-Sleeve T-Shirt£375.00Stone IslandMen's Archivio Graphic Short-Sleeve Cotton T-Shirt£205.00AMI ParisMen's Ami de Coeur Short-Sleeve Cotton T-Shirt£120.00RepresentMen's Cotton Graphic Oversized-Fit Long-Sleeve T-Shirt£105.00GucciGucci GG0529S Men’s Aviator Sunglasses£310.00Tom FordMens Raoul TF0753 Sunglasses£315.00Stone IslandMen's Denim Research Cotton Straight Leg Jeans£335.00Stone IslandMen's GD Pocket Cotton Short-Sleeve T-Shirt£265.00CasablancaMen's Champion Cotton Short-Sleeve Crew-Neck T-Shirt£199.00Cole BuxtonMen's Icon Logo Cotton Oversized-Fit T-Shirt£75.00CasablancaMen's L'Arche Classic Cotton Short-Sleeve T-Shirt£225.00BelstaffPhoenix T-Shirt£60.00Stone IslandMen's Lightweight Cotton Crew-Neck Sweatshirt£295.00RepresentMen's Henley Cotton Oversized-Fit Sweatshirt£135.00Stone IslandSI RIPSTOP JACKET£625.00Stone IslandMen's Crew Arm Pocket Cotton Sweatshirt£340.00BelstaffPhoenix T-Shirt£60.00RepresentMen's Owners Club Oversized-Fit Puffer Jacket£325.00GucciMen's Ophidia GG Wash Bag£785.00GucciGucci Mens GG1732SK Wayfarer Sunglasses£350.00Tom FordMens Dimitry TF0334 Sunglasses£360.00BurberryMen's Ryan Short-Sleeve Cotton T-Shirt£395.00Cole BuxtonMen's Cole Flag Cotton Oversized T-Shirt£75.00CasablancaMen's Egyptian Arch Cotton T-Shirt£225.00BurberryMens Check Trim Cotton T-Shirt£355.00RepresentMens Star Football Shirt£110.00Stone IslandSI GHOST OVERSHIRT£580.00Stone IslandMen's Ghost Wool Overshirt£650.00Stone IslandMen's Tela Para Cotton Cargo Trousers£360.00Stone IslandSI BLUR CREW SWEAT£350.00Cole BuxtonMen's Paris Texas Graphic Cotton Short-Sleeve T-Shirt£95.00GucciMen's Tag Cotton Crossbody Bag£975.00Tom FordMens Falconer TF0884 Sunglasses£315.00Stone IslandMen's Cotton Crew Sweater£520.00Stone IslandSI BLUR CREW SWEAT£350.00CasablancaMen's Hermons Mirage Arch Graphic Short-Sleeve Cotton T-Shirt£225.00Stone IslandMen's Desert Print Cotton Sweatshirt£350.00CasablancaMen's Hotel Emblem Short-Sleeve Cotton T-Shirt£225.00PradaMen's Foil Mocassin Loafers£900.00Stone IslandMen's Cargo Trousers£685.00CasablancaMen's Hotel Emblem Short-Sleeve Cotton T-Shirt£225.00RepresentMen's Script Owners Club Cotton Oversized-Fit T-Shirt£90.00Cole BuxtonMen's Logo Cotton Sportswear T-Shirt£95.00Stone IslandSI CLASSIC BADGE CREW£295.00Stone IslandMen's Leather Jacket£3,455.00BelstaffMen's Cotton Cargo Trousers£175.00PradaMen'S Plain Cotton Badge Pocket T-Shirt£630.00Stone IslandMen's Lightweight Cotton Crew-Neck Sweatshirt£295.00PradaSuede Loafers£790.00Stone IslandMen's Tela Para Cotton Cargo Trousers£360.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00Stone IslandMen's Corduroy Overshirt£790.00

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