What to wear in Italy in September
Doing two weeks in Italy - Rome, Florence, and the Amalfi Coast. September should still be warm. Need outfits that work for sightseeing during the day and nice dinners at night. Trying to pack light.
Suggested items
Last updated Mar 10, 2026Earn commission if someone buys
Cosabella High Leg Bikini
$48Flattering high-leg bikini ready for the beautiful Amalfi Coast beaches
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Frank And Eileen BRAY Olive, Italian Peached Twill
$348Soft Italian twill pants, ideal for comfortable daytime exploration
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Schutz Ariella Sandal
$138Versatile flat sandals that work for both city strolls and evening meals
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Schutz Arlette Mule Patent Leather Sandal
$148Sleek patent leather mules for elegant evening dining and sophisticated style
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Mikoh Aniwa Dress | Core
$238Effortlessly chic dress that keeps you cool for day and dressed for night
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Everlane The ReNew Transit Backpack | Black
$94Functional and sustainable backpack for carrying essentials on daily excursions
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Ulla Johnson Paulina Knit Skirt with Fringe - Cobalt
$590Bold knit skirt with fringe, making a statement at a vibrant dinner spot
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Everlane Patch Pocket Ballon Pant in Buttersoft | Black
$138Incredibly soft ballon pants for comfortable travel or casual day trips
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Mikoh Mirakami Dress | Core
$184A breezy dress that goes from daytime exploration to evening aperitivo
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Strathberry Kite Hobo - Tan Suede
$629Spacious suede hobo bag for all your daily sightseeing essentials
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M.m.la Fleur Zuri Pleated Trouser - Italian Wool Twill :: Black
$329Elegant Italian wool trousers that transition seamlessly from day to night
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Anemos High-Waist Bikini Bottom in Green Vertical Stripes
$150Flattering high-waist bikini bottoms for a stylish moment by the sea
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Frank And Eileen MAISIE White, Washed Linen
$248Breezy washed linen shirt, keeping you cool and chic for daytime adventures
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Toteme High-neck twist blouse ecru
$620Sophisticated high-neck blouse for polished evening looks and upscale dining
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Mikoh Elena Dress
$224A versatile, lightweight dress for warm Italian days and elegant evenings
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Ateliers Auguste Sully Gold Edition - Black box Leather
$645Sophisticated black leather bag to elevate any day or evening look
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LoveShackFancy Kalo Silk-Blend Bow Jacquard Maxi Skirt
$495Elegant silk-blend maxi skirt for glamorous dinners on the coast
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Good American THE SCULPTING MODERN LONG SLEEVE BODYSUIT | WHITE
$89A sleek base layer for skirts or trousers, offering a polished silhouette
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Schutz Ariella Suede Sandal
$138Comfortable yet chic suede sandals for sightseeing and evening strolls
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Anemos Eighties High-Cut Bikini Bottom in Green Vertical Stripes
$150Trendy high-cut bikini bottoms for a stylish look on the Amalfi Coast
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Milly Jayla Velvet Flocked Lace Skirt
$131Lux velvet flocked lace skirt for a truly special Italian dinner out
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Cynthia Rowley Garbo Lace Shorts
$245Stylish lace shorts, perfect for a chic beach club or relaxing by the pool
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Quince Organic French Terry Henley in Deep Navy
$40Soft organic terry henley for comfortable travel days or cool mornings
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Fleur Du Mal Le Stretch Lace Long Sleeve Bodysuit
$118Luxurious stretch lace bodysuit for a romantic touch on your Italian getaway
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Schutz Ariella Leather Sandal
$138Classic leather sandals for comfortable daily wear and evening elegance
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Everlane Luxe Fleece Barrel Sweatpant | Heathered Grey
$94Comfortable fleece sweatpants for relaxing after a long day of exploring
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Everlane The Utility Straight-Leg Pant | Dark Forest | 26.5" Inseam
$94Practical utility pants for comfortable sightseeing and casual dining
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Cosabella Ouvert Bikini
$42A chic bikini for relaxing by the coast or taking a refreshing dip
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Cult Gaia SAVOY SKIRT - TAPESTRY MULTI
$398Statement tapestry skirt for a standout dinner outfit in Florence or Rome
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Staud MAUDE SHOULDER BAG | TABAC SUEDE
$495Stylish suede shoulder bag, holds essentials for day trips or dinner dates
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Cult Gaia CHANTEL SKIRT - TAPESTRY
$598Unique tapestry skirt for a memorable evening outfit, turning heads in Italy
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Toteme Monogram flannel pj top dark brown
$620Luxurious flannel pajama top for comfortable and stylish hotel lounging
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M.m.la Fleur Lisey Layering Cami - Washable Silk :: Ivory
$179Washable silk cami that elevates any dinner look without needing dry cleaning
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Schutz Judith Metallic Sandal
$138Sparkly metallic sandals to elevate your evening dinner outfits
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Mikoh Inez Dress | Core
$225A chic, easy-to-wear dress that adapts from daytime to dinner plans
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