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Women's City Break Outfits

Our edit of women’s city break outfits brings together effortless layers and fashion-focused staples designed for weekends away, long-haul escapes and everything in between. Whether you're heading to Milan for shopping and rooftop dining, planning spring weekends in Vienna or packing for summer nights in Dubrovnik, find clothes for city break itineraries that work from daytime exploring to evening plans. Build daytime looks with fitted t-shirts and bodysuits by SKIMS, styled with relaxed denim and adidas Superstar trainers for busy days discovering the city. If you're looking for statement outerwear, wear an Anine Bing bomber jacket over everyday separates or opt for a timeless Burberry trench when autumn weather calls for an extra layer. Refresh your getaway wardrobe with Saint Laurent and Coach handbags perfect for carrying day-to-night essentials, alongside Fendi sandals for warmer destinations. Finish your look with travel-ready accessories including caps, scarves and sunglasses by designer brands like Miu Miu and Prada. From casual coffee stops to evening reservations, explore our selection of women’s city break outfits curated for every kind of stylish escape.
PradaWomen's Slingbacks£910.00CoachSignature C Jacquard Baseball Cap£75.00Saint LaurentSaint Laurent SL M115 Womens Cat-Eye Sunglasses£350.00PradaWomen's Wool Tailored-Fit Trench Coat£5,400.00adidas OriginalsWomen's Gazelle Wales Bonner Snake Low-Top Trainers£220.00BirkenstockArizona Big Buckle Sandals£60.00SKIMSWomens Boyfriend Long Sleeve T-Shirt£62.00Saint LaurentWomen's Jeanne 90 Leather Slingbacks£1,185.00PradaPRADA U METAL DETAIL RIMLESS£560.00BurberryWomen's Note All-Over Print Shoulder Bag£1,290.00CoachBias Signature C Oblong£95.00PradaWomen's Monte Carlo Low-Top Trainers£800.00BirkenstockArizona£115.00PradaWomen's Slingbacks£1,010.00SKIMSWomens Boyfriend Long Sleeve T-Shirt£62.00BirkenstockArizona Smooth£110.00Saint LaurentSaint Jamie EW Sue Ld63£2,410.00Miu MiuMIU MIU GLIMPSE RECT ACETATE S£380.00CoachWomens Cherry Mix Printed Silk Square and Skinny Scarf Gift Set£95.00BurberryWomen's Zip Cotton Tote Bag£1,490.00PradaRe-Nylon Pouch£780.00CoachLowline Luxe Sneakers£125.00Miu MiuWomen's Logo Bow Kitten Slingbacks£880.00Miu MiuWomen's Gymnasium Winter Suede Low-Top Trainers£900.00PradaWomen's Chunky Suede Trainers£780.00Saint LaurentWomen's Jamie Small Quilted Leather Tote Bag£3,000.00BurberryFreya Medium Tote Bag£1,390.00GanniWomen's Small Shopper Cotton Tote Bag£140.00Miu MiuWomen's Mohair Scarf£520.00Anine BingWomen's Rio Large Straw Tote Bag£400.00Saint LaurentSaint Toy Puffer Sue Ld63£1,950.00BurberryWomen's Rosewin Cropped Trench Coat£1,290.00Anine BingAnine Cyprus Fur Jkt Ld64£500.00adidas OriginalsWomen's BW Army Pony Leather Low-Top Trainers£170.00Miu MiuPlume Suede Sneakers£700.00PradaWomen's Flat Sandal£820.00PradaWomen's Structured Overcoat£3,600.00Acne StudiosMusubi Micro Bag£700.00Acne StudiosWomen's Ersilia Lyocell Long-Sleeve T-Shirt£420.00Miu MiuPlume Suede Sneakers£690.00FendiWomen's Rafia FF Flat Sandals£770.00PradaWomen's Slingbacks£1,010.00Acne StudiosWomen's Canada Wool Midweight Scarf£180.00Saint LaurentWomen's Tote Bag£3,105.00Miu MiuWomen's Nappa Aviator Shoulder Bag£1,930.00PradaWomen's Italian Bomber Jacket£5,400.00PradaPrinted Jersey Logo T-Shirt£870.00Saint LaurentWomen's Slingbacks£1,110.00PradaPRADA F LOGO OVERSIZED ACETATE£294.00GanniWomen's Bou Leather Crossbody Bag£410.00Anine BingWomen's Cade Leopard Print Cotton Oversized T-Shirt£110.00SKIMSWomen's Boyshort Bodysuit£26.00

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