Vacation Clothes
Vacation clothes are your ticket to main character energy, no passport stamp required. Whether you’re jet-setting to a dreamy destination or just manifesting beach vibes at brunch, these looks are all about living your best life. Pack your virtual suitcase with styles that keep up with every spontaneous adventure and sunset selfie—because when it comes to vacay mode, you deserve outfits as bold and unforgettable as your travel stories.
$24.90
A rust-colored knit tube top with a cutout design and beaded accents, perfect for vacations.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$38.90
A pink ribbed knit midi dress with a V-neckline, bodycon fit, and front slit detail.
$46.90
A sultry brown maxi dress featuring a cutout bodice, ruffled slit, and slinky knit fabric.
$44.90
A playful ivory knit mini dress with cutout details, perfect for vacations or pool parties.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$49.90
A rust knit bodycon mini dress featuring a strapless sweetheart neckline with hoop and stone cutout accents.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$36.90
A strapless black mini dress with a floral print and flattering bodycon fit for vacations.
$22.90
A natural crochet crop top featuring a halter neckline and spaghetti strap tie for vacation outings.
$24.90
A high-rise off-white knit mini skirt featuring side ruching and a ruffled hem in a bodycon fit.
$26.90
A wild leopard print skort with a high-rise smocked waist and ruffled skirt overlay.
$26.90
A black knit high-rise mini skort with lace trim, perfect for festivals and vacations.
$34.90
A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$39.90
A sage knit maxi dress featuring a sweetheart neckline, buckle accent, cutout bodice, and high side slit.
$19.90
A natural crochet bandeau crop top with a tie-front closure, perfect for vacations and festivals.
$19.97 $35.90 44% off
A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.
$19.97 $35.90 44% off
A strapless tropical midi dress in dark marsala with a bodycon silhouette and side slit.
$24.90
A white knit crop top with cap sleeves, lace trim, and dual tie-front closures.
$24.90
A smooth off-white knit crop top featuring a V-neckline, tie front, and cropped hem.
$46.90
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$24.90
An olive tropical crop top with a strappy lace-up back and trendy palm print.
$42.90
A strapless natural maxi dress featuring a bold floral print, mesh overlay, and soft stretchy knit lining.
$29.90
A chartreuse crochet knit crop top featuring a halter V-neckline and adjustable spaghetti strap tie.
$18.90
A chic beige sandal with rhinestone and faux pearl embellishments, perfect for vacation or prom.
$49.90
A natural knit halter mini dress with a bodycon silhouette and unique texture for beach strolls.
$34.90
A light blue floral bustier with a lace-up back and adjustable spaghetti straps.
$22.90
A chic brown bikini bottom with O-ring insets and cheeky coverage, perfect for sunny vacations.
$36.90
A sheer crochet kimono in natural with slouchy sleeves and an open front design.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$22.90
A pink woven crop top featuring a square neckline, ruffled straps, and a smocked bodice.
$26.90
A blush bodycon midi skirt with a high-rise waist and side ruched seams in stretchy knit.
$34.90
A dreamy ivory crochet lace kimono with a relaxed fit, perfect for festivals and vacations.
$29.90
A sheer mesh zebra print tie-front top in brown, perfect for vacation or going out.
$29.90
A rust-colored halter crop top in slinky knit fabric perfect for festivals or vacations.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$22.90
A trendy white fishnet tank top featuring a bold "Ibiza" graphic, perfect for vacations.
$44.90
A strapless blue skort romper with a bodycon fit and flirty skirt overlay for stylish outings.
$26.90
A floral halter crop top in black mesh with a cowl neckline and tie strap.
$24.90
A flirty white eyelet string bikini top with triangle cups and dual spaghetti back ties.
$9.97 $22.90 56% off
A black and white tropical tie front crop top with fluttery sleeves and palm print knit fabric.
$29.90
A natural chevron knit tube top featuring a strapless neckline and fitted crop hem.
$34.90
A tropical floral mesh maxi skirt in black with a high side slit and mini-length lining.

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Vacation Clothes
Ready to chase sunsets, snap passport pics, and live your main character moment? That’s what vacation clothes are all about—making every day feel like a highlight reel, no matter where your wanderlust takes you. Whether you’re planning a spontaneous weekend road trip with the girls, jet-setting to a dreamy beachside escape, or just manifesting vacay vibes at your fave rooftop brunch, your suitcase deserves a wardrobe that’s as bold and carefree as you are. Think breezy fabrics that let you dance from sunrise to golden hour, playful prints that pop against palm trees or city skylines, and silhouettes that flatter every mood—because you’re not about to blend into the background. The Windsor vacation edit is here to help you curate those Insta-worthy fits that look effortless but secretly slay every group chat. From flirty dresses to flowy skirts and cute crop tops, these pieces are designed for the girl who wants to say yes to every adventure and look fire doing it.
Packing for your next getaway isn’t just about throwing random things in a bag (we’ve all been there and regretted it). It’s about picking pieces that multitask harder than your bestie on a mission—outfits that go from poolside lounging to late-night exploring without missing a beat. Lightweight layers, wrinkle-resistant fabrics, and easy-to-style separates are the real MVPs when your itinerary is packed and your luggage space is precious. And let’s not forget about accessories—think statement earrings, chic sunnies, and that one bag that holds everything but still looks cute. Vacation clothes also make the best gifts for your travel-obsessed BFF, your sister who’s finally taking that solo trip, or the grad who’s about to take on the world. There’s something magical about unwrapping a new dress or romper and instantly picturing all the places you’ll wear it—on a yacht, at a street market, or twirling under fairy lights. It’s about giving the gift of confidence and memories in the making, wrapped in a vibe that says, “You’re going places, babe.”
No matter your destination, your wardrobe should be your ride-or-die. The Windsor vacation collection is packed with pieces that let you express every side of your personality, from daring and bold to chill and romantic. Because you deserve outfits that keep up with your energy, whether you’re catching flights, feelings, or just a killer tan. If you’re looking to level up your getaway style game, start with the essentials that make every trip feel like a fashion moment. For more inspo and to shop the ultimate edit, check out our Vacation Clothing Essentials and get ready to make every day away from home feel like a runway.