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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.
PradaMen's Cross Body Bags£2,455.00PradaMen'S Chocolate Leather Loafers£920.00PradaMen's 0PS A50S Aviator Sunglasses£315.00RepresentMen's Heaven Graphic Cotton Oversized-Fit Long-Sleeve T-Shirt£135.00Acne StudiosMen's 2010 Chana Distressed Cotton Straight-Leg Jeans£750.00PradaMen's Metal Tri Fold Medium Puffer Jacket£2,000.00Acne StudiosMen's Trafalgar Relaxed Fit Wide Leg Jeans£460.00GucciGucci GG0748S Mens Rectangular Sunglasses£195.00Tom FordMens Fausto TF0711 Sunglasses£315.00PradaMen's Small Crossbody Bag£1,080.00Ami ParisMen's Full-Zip Leather Jacket£1,550.00RepresentMen's Eagle Flag Cotton Short-Sleeve Oversized T-Shirt£100.00Stone IslandMen's Archivio Long-Sleeve Cotton Sweatshirt£325.00PradaMen's Crossbody Bag£1,350.00PradaMen's Chambray Straight-Fit Jacket£1,290.00AmiriAMIRI STARS COURT LOW SNKR£420.00Tom FordT-SHIRT CREW COTTON STRETCH JE£110.00Acne StudiosStamp T-Shirt£360.00PradaMen's Leather Loafers£850.00PradaMen's Hooded Medium Puffer Jacket£2,600.00CasablancaMen's Mirage Arch Cotton Short-Sleeve Graphic T-Shirt£225.00PradaMen's Cargo Trousers£870.00PradaSymbole Rectangle Sunglasses£400.00CasablancaMen's Casa Tennis Club Graphic Cotton T-Shirt£200.00GucciMen's GG Core Canvas Wash Bag£785.00Tom FordMens Dax TF0751 Sunglasses£270.00Canada GooseMen's Tekapo Aviator Sunglasses£160.00PradaMen's Quilted Short Puffer Jacket£2,650.00Stone IslandMen's GH Cotton Short-Sleeve Crew-Neck T-Shirt£235.00Stone IslandMen's Denim Research Cotton Straight Leg Jeans£390.00Acne StudiosMen's Plott Cotton Wide-Leg Trousers£460.00Acne StudiosMen's Trafalgar Relaxed Fit Wide Leg Jeans£460.00PradaMen'S Leather Drive Loafers£710.00PradaMen's Backpack£1,890.00RepresentMen's Eagle Graphic Cotton Long-Sleeve Oversized-Fit T-Shirt£120.00CasablancaMen's Mirage Arch Cotton Short-Sleeve Graphic T-Shirt£225.00RepresentMen's Ransom Graphic Cotton Short-Sleeve Oversized T-Shirt£100.00GucciGucci Mens GG0001SN Square Sunglasses£245.00PradaMen'S Plain Nylon Gym Bag£1,580.00Stone IslandMen's Organic Pant Cotton Cargo Trousers£395.00Ami ParisMen's Teddy Jacket£1,110.00Tom FordMens Falconer TF0884 Sunglasses£315.00PradaMen's Tailored Straight Leg Jeans£1,140.00Stone IslandStone Cord Shirt Sn72£435.00Stone IslandMen's Compass Cotton Short-Sleeve T-Shirt£165.00GucciMen's Leather Wash Bag£1,060.00AmiriMen's Quad Bandana Cotton Relaxed-Fit T-Shirt£280.00AmiriMen's Spirit Cotton Relaxed-Fit T-Shirt£280.00Stone IslandMen's Desert Print Cotton Sweatshirt£350.00PradaMens Boat Shoes£780.00CasablancaCAS TENNIS CLUB ICON PRINTED C£205.00PradaMen's Stainless Steel Aviator Sunglasses£437.00

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