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 IslandStone Graph Tee Sn64£205.00Stone IslandStone HW Fleece Swt Sn64£295.00PradaMen's 0PS 01US Aviator Sunglasses£224.00Stone IslandStone GH Crew Sn64£350.00Stone IslandMens Stretch Twill Jacket£429.00CasablancaMen's Larche Class T-Shirt£225.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00Ami ParisMens De Coeur T-Shirt£120.00RepresentMen's Owners Club Oversized Fit T-Shirt£90.00Cole BuxtonMen's Logo Cotton Sportswear T-Shirt£75.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00Stone IslandMen's Cotton Compass Logo Patch T-Shirt£165.00CasablancaCasa Classic Larche Sn64£225.00Ami ParisMens De Coeur T-Shirt£120.00RepresentMens Star Football Shirt£110.00CasablancaMen's Regular Fit T-Shirt£199.00Stone IslandMen's Print T-Shirt£200.00CasablancaCasa Hotel Emb Tee Sn64£225.00Stone IslandStone Tela Cargo Sn64£360.00Stone IslandMen's Softshell Jacket£429.00PradaSuede Loafers£790.00Stone IslandStone HW Fleece Swt Sn64£295.00Acne StudiosMens 1996 Logo T-Shirt£260.00Ami ParisMens De Coeur T-Shirt£120.00Stone IslandMen's T-Shirt£255.00BelstaffPhoenix T-Shirt£60.00CasablancaCasa Hotel Emb Tee Sn64£225.00Ami ParisMen's Embroidered ADC T-Shirt£120.00Stone IslandStone GH Oshirt Sn64£580.00CasablancaMen's T-Shirt£219.00Ami ParisMen's T-Shirt£105.00Stone IslandStone Cordura Puffer Sn64£1,040.00Cole BuxtonMen's Baleric Tee Oversized T-Shirt£75.00PradaMen'S Plain Cotton Badge Pocket T-Shirt£630.00RepresentMen's Owners Club Oversized Fit T-Shirt£90.00CasablancaCasa Classic Larche Sn64£225.00Stone IslandStone GH Oshirt Sn64£580.00BurberryMen's Regis Check Cotton Trainers£625.00BurberryMens Check Trim Cotton T-Shirt£355.00Stone IslandStone Graph Tee Sn64£205.00Ami ParisMens De Coeur T-Shirt£120.00Stone IslandStone GH Crew Sn64£350.00Stone IslandStone GD Overshirt Sn64£430.00BelstaffPhoenix T-Shirt£60.00Stone IslandStone Nylon Metal OS Sn64£495.00Stone IslandStone HW Fleece Swt Sn64£295.00Stone IslandStone HW Fleece Swt Sn64£295.00BurberryBurb Ryan Big EKD Sn64£375.00CasablancaMen's T-Shirt£219.00CasablancaCasa Front Logo Tee Sn64£205.00BurberryMen's Burb Seth Stamp T-Shirt£295.00Stone IslandStone GH Pant Sn64£520.00

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