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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.
RepresentMen's Mayhem T-Shirt V2 Oversized Cotton Hemp£95.00Tom FordTF FALCONER PILOT AVIATOR ACET£315.00PradaSymbole Sunglasses£400.00CasablancaMen's Hermons Mirage Arch Graphic Short-Sleeve Cotton T-Shirt£225.00CasablancaCAS CELESTIAL PYRAMID FLOCK PR£240.00Tom FordMen's Sean Photochromic Acetate Aviator Sunglasses£375.00Tom FordTF M Falconer-02 ACETATE AVIAT£290.00PradaMen's Rimless Metal Rectangle Sunglasses£416.00CartierCartier Mens Wayfarer CT0496S Sunglasses£845.00CartierCartier Mens Pilot CT0012S Sunglasses£685.00Acne StudiosMen's Gothic Straight Leg Jeans£460.00RepresentMen's Initial Boxy Cotton Oversized-Fit T-Shirt£100.00Tom FordEliott Stainless Steel Aviator Sunglasses£360.00Canada GooseMen's Redwood Square Sunglasses£145.00AmiriMen's Spirit Cotton Relaxed-Fit T-Shirt£280.00Stone IslandMen's Compass Cotton Short-Sleeve T-Shirt£165.00Stone IslandMen's Compass Cotton Short-Sleeve T-Shirt£165.00Stone IslandMen's Compass Badge Cotton T-Shirt£165.00PradaMen's Geometric UV Protection Square Sunglasses£370.00RepresentMen's Owners Club Cotton Oversized T-Shirt£90.00PradaMen's Cotton Distressed Wide-Leg Jeans£1,380.00Acne StudiosMen's 1996M Distressed Cotton Wide-Leg Jeans£440.00GucciAcetate Rectangle Sunglasses£385.00PradaD-Frame Acetate Sunglasses£396.00Canada GooseCanada Sunglass Sn71£145.00GucciGUCCI S GG1856S Sn71£195.00CasablancaMen's Small Logo Cotton Short-Sleeve Relaxed-Fit T-Shirt£200.00Tom FordEliott Stainless Steel Aviator Sunglasses£360.00Tom FordMen's FT1481 Billie Acetate Aviator Sunglasses£360.00Tom FordTFS Madison Sung Sn71£315.00Tom FordMen's Thomas Round Acetate Sunglasses£345.00Tom FordMen's Finn Acetate Polarised Wayfarer Sunglasses£395.00Tom FordMen's Sean Photochromic Acetate Aviator Sunglasses£345.00PradaMen's Shuffle Loafer£800.00Tom FordMen's Anders Round Sunglasses£345.00GucciUnisex GG2254SK Aviator Sunglasses£330.00Tom FordMen's Jake Rimless Rectangle Sunglasses£365.00PradaSquare Acetate Sunglasses£376.00Tom FordMen's Caleb Square Acetate Wayfarer Sunglasses£345.00Tom FordFT1308 Lou Stainless Steel Aviator Sunglasses£385.00CartierCartier CT0539S 71£685.00Canada GooseCanada Sunglass Sn71£185.00Tom FordTFS Madison Sung Sn71£285.00Tom FordMen's Nils Sung Acetate Round Sunglasses£285.00Tom FordMen's FT1403 Hayden Acetate Square Sunglasses£285.00Tom FordMen's FT0904 Aurele Acetate Round Sunglasses£335.00Canada GooseCanada Sunglass Sn71£185.00Canada GooseCanada Sunglass Sn71£145.00Tom FordMen's Scout Sung Acetate Rectangle Sunglasses£285.00Tom FordMen's Ezra Square Acetate Sunglasses£345.00Tom FordMen's FT1333 Andy Acetate Wayfarer Sunglasses£315.00CartierMen's CT0657S Classic C de Cartier Acetate Wayfarer Sunglasses£800.00

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