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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.
Stone IslandMen's GD Cotton Overshirt£430.00GucciGucci GG1221S Men’s Rimless Rectangular Sunglasses£385.00Stone IslandMen's Tela Paracadute Cotton Tapered-Fit Cargo Trousers£360.00RepresentMen's Owners Club Oversized Fit T-Shirt£90.00Ami ParisMens De Coeur T-Shirt£120.00BelstaffMen's Stride Zip Collar Long Sleeve Overshirt£195.00BelstaffMen's Stride Zip Collar Long Sleeve Overshirt£195.00GucciGucci GG0746S Mens Web Square Sunglasses£195.00Stone IslandMen's Denim Research Cotton Straight Leg Jeans£335.00Stone IslandMen's Water-Resistant Cargo Trousers£475.00BelstaffLogo Sweatshirt£130.00RepresentMen's Owners Club Oversized Fit T-Shirt£90.00BelstaffMen's Insulated Short Puffer Jacket£349.00Stone IslandSI SOFT SHELL HOODED JACKET£650.00Stone IslandMen's Crinkle Reps Bomber Jacket£625.00Ami ParisMens De Coeur T-Shirt£120.00Cole BuxtonMen's Baleric Cotton Short-Sleeve Crew-Neck Oversized T-Shirt£75.00Cole BuxtonMen's Inter Front Oversized T-Shirt£75.00BelstaffPhoenix T-Shirt£60.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00BurberryMens Check Trim Cotton T-Shirt£355.00Stone IslandSI GHOST OVERSHIRT£580.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00RepresentMen's Owners Club Script Oversized Cotton T-Shirt£90.00BelstaffPhoenix T-Shirt£60.00Stone IslandMen's Graphic Cotton Short-Sleeve T-Shirt£205.00PradaMen's Tri Mocassin Leather Loafers£900.00PradaSuede Loafers£790.00Stone IslandMen's Tela Paracadute Cotton Tapered-Fit Cargo Trousers£360.00Cole BuxtonMen's Logo Cotton Sportswear T-Shirt£95.00Stone IslandSI CLASSIC BADGE CREW£295.00PradaMen's 0PS 01US Aviator Sunglasses£235.00Stone IslandMen's Classic Core Cotton Tapered-Fit Cargo Trousers£360.00AmiriAMIRI STARS COURT LOW SNKR£390.00BelstaffMen's V Racer Water-Repellent Leather Long Sleeve Slim Fit Leather Jacket£725.00BurberryMen's Ryan Cotton Short-Sleeve Crew-Neck T-Shirt£395.00CasablancaMen's Champion Cotton Short-Sleeve Crew-Neck T-Shirt£199.00PradaRectangle Sunglasses£410.00Stone IslandMen's Crinkle Reps Hooded Bomber Jacket£860.00GucciMen's Monogram Cotton Duffle Bag£1,860.00GucciMen's GG Supreme Canvas Backpack£1,790.00MontblancSartorial Medium Backpack£1,350.00PradaMen's 0PS 05YS Aviator Sunglasses£255.00GucciGucci GG0340S Men’s Square Sunglasses£290.00RepresentMen's Heavens Graphic Cotton Oversized-Fit T-Shirt£110.00BelstaffPhoenix T-Shirt£60.00Cole BuxtonMen's Logo Cotton Sportswear T-Shirt£75.00BelstaffPhoenix T-Shirt£60.00BelstaffPhoenix Patch T-Shirt£75.00GucciMen's GG2240S Rectangle Sunglasses£235.00GucciGucci Mens GG0341S Wayfarer Sunglasses£290.00RepresentMen's Owners Club Script Oversized Cotton T-Shirt£90.00

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