Vacation Shopping

Pack your bags, babe, because it's time for some vacation shopping magic! Whether you're jetting off to a tropical paradise or planning a chic city escape, we've got the styles that'll have you looking effortlessly fabulous from sunrise to sunset. Think breezy dresses that dance with the wind, skirts that sashay with every step, and tops that scream "I'm on vacay!" Dive into our collection and find those must-have pieces that promise to make your getaway as stylish as it is unforgettable. Let's turn those travel dreams into reality, one outfit at a time!

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Windsor One Take V-Neck Ruffle Skater Romper in Black

$46.90

A black skater romper featuring adjustable straps, ruffled V-neckline, and a flattering tie-back design.

On Vacay Flower Strap Jelly Sandals in Mint

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On Vacay Flower Strap Jelly Sandals in Mint

$9.97 $14.90 33% off

A mint jelly sandal featuring a thong strap, floral accent, and easy open-back design.

Windsor Off To Paradise Tie-Front Crop Top Pant in Brown

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Windsor Off To Paradise Tie-Front Crop Top Pant in Brown

$9.97 $24.90 60% off

A trendy brown abstract crop top with flowy short sleeves and a flattering tie-front design.

Windsor Casual Trendsetter Open Weave Tote Bag in Natural

$24.90

A natural open weave tote bag with long handles and a removable drawstring pouch.

Windsor Under The Sun Tropical Tie-Front Crop Top in Black

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Windsor Under The Sun Tropical Tie-Front Crop Top in Black

$9.97 $29.90 67% off

A black tropical print knit crop top featuring long sleeves, a V-neckline, and a sultry tie-front.

Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold

$44.90

A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.

Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

A natural-colored woven fabric trouser with a high-rise waist and wide-leg silhouette.

Windsor Around The City Mid-Rise Pleated Skort in Brown

$32.90

A vintage-inspired brown faux leather skort with pleated overlay and stretchy knit shorts lining.

Windsor Trendy Match Chevron Knit Midi Skirt in Natural

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Windsor Trendy Match Chevron Knit Midi Skirt in Natural

$9.97 $39.90 75% off

A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.

Windsor Weekend Fun Ruffled Mini Skort in White

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Windsor Weekend Fun Ruffled Mini Skort in White

$9.97 $34.90 71% off

A white cotton mini skort featuring a swiss dot pattern, tiered ruffles, and hidden fitted shorts.

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Windsor Beautifully Beaded Mesh Crop Top in Black

$39.90

(59)

Windsor Beautifully Beaded Mesh Crop Top in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Hooked In Ruched Crop Top in Beige

$34.90

(57)

Embrace sultry charm and chic style with this ruched corset crop top. The flattering off-the-shoulder neckline exudes elegance, while the gathered hook and eye bodice accentuate your hourglass figure. Its cropped length offers a fresh, modern edge—perfect with high-waisted denim or skirts. The tie sleeves introduce a playful touch to this versatile top, ideal for amplifying a night-out ensemble or a casual brunch look with friends. Fit & FeaturesOff-the-shoulder neckline, ruched short sleeves, Sweetheart bust with lace trim, Padded cups, built-in non-slip strip , Hidden front hook-eye closures, Cropped hem, Lined mesh fabric, minimal stretch, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Hooked In Ruched Crop Top in Beige | Size: L | Mesh Fabric/Mesh Fabric

Take The Plunge Sleeveless Halter Crop Top in Black

$19.90

(43)

Take the plunge and dare to show skin in this sleeveless halter crop top for a night out! Featuring a halter cowl neckline with bar trim, an open back, and a stylish crop hem, this top is perfect for standing out and making a statement. Complete the look in sleek faux leather pants. Fit & FeaturesSlinky knit fabric, plenty of stretch, Bar trim, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Take The Plunge Sleeveless Halter Crop Top in Black | Size: S | Leather/Knit Fabric

Feel The Vibes Halter V-Neck Crop Top in Green

$24.90

(21)

Get ready to feel the vibes of this elevated basic halter V-neck crop top! It's perfect for styling with any bottoms. Fit & FeaturesSmooth knit, cotton-blend, stretchy fabric, Halter V-neck, Crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feel The Vibes Halter V-Neck Crop Top in Green | Size: XS | Cotton/Stretchy Fabric

Windsor Party Diva Cropped Rhinestone Halter Top in Beige

$32.90

(17)

A cropped rhinestone halter top that'll inspire your next going-out look! It features a sultry plunge cowl neckline and a partially open back that turns heads. Pair with jeans. Fit & FeaturesSheer mesh fabric with knit lining, moderate stretch, Studded rhinestones, Plunging halter neckline, cowl bust, Mini bar strap at bust, Halter neck ties, partially open back , Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Diva Cropped Rhinestone Halter Top in Beige | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White

$39.90

(14)

Everyone will want your style secrets after seeing you in this glitzy rhinestone crop top! It features a crew neckline, long fitted sleeves, a fitted cropped hem, and is composed of a sultry sheer fishnet fabric with all-over mini rhinestone embellishments. Style over a lacy bralette with faux leather pants for a night out. Fit & FeaturesCrew neckline, Long fitted sleeves, Fitted cropped hem, Sheer fishnet fabric, Mini rhinestone embellishments, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White | Size: L | Leather/Rhinestone

Sheer Charm Strapless Lace Crop Top in Black

$19.90

(14)

You'll be easy and breezy in this strapless lace crop top perfect for concerts or festivals! This flirty top features a strapless neckline, a front slit with a drawstring tie, and an asymmetrical cropped hem on lace-lined fabric. Complete the look in a denim mini skirt. Fit & FeaturesLace fabric lined with stretchy knit, Strapless neckline, Front slit, drawstring tie, Asymmetrical cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheer Charm Strapless Lace Crop Top in Black | Size: S | Lace Fabric

Alluring Edge Faux Leather Lace-Up Halter Top in Burgundy

$42.90

(13)

Add that alluring edge to your 'fits with this sleek faux leather halter top featuring a plunging V-neck, lace-up front and back for a snatched look, and a form-hugging silhouette. Fit & FeaturesFaux leather fabric, knit lining, minimal stretch, Sleeveless plunging V-neckline, Halter straps, snap button closures, Lace-up front with grommet design, Partially open back, lace-up back, Fitted mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Alluring Edge Faux Leather Lace-Up Halter Top in Burgundy | Size: L | Leather/Knit Fabric

Always Happy Hour Cowl Neck Crop Top in Brown

$22.90

(12)

Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe. Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi SkirtFit & FeaturesDouble-lined slinky knit stretchy fabric, Cowl neckline, Adjustable spaghetti straps, Side ruched seams, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Always Happy Hour Cowl Neck Crop Top in Brown | Size: S | Knit Fabric/Stretchy Fabric

Windsor Routinely Cute Halter Knot Crop Top in Burgundy

$26.90

(11)

Always cute, this halter knot crop top will elevate any pair of jeans! Fit & FeaturesSmooth stretchy knit fabric, Halter V-neckline, tie straps, Knotted bust, Center split design, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Routinely Cute Halter Knot Crop Top in Burgundy | Size: L | Knit Fabric

Vacation Shopping

Vacation shopping is a ritual that’s equal parts anticipation and strategy—think of it as curating your own highlight reel before the trip even begins. Whether you’re planning a winter escape to somewhere tropical or just want to refresh your look for a cozy mountain retreat, the right pieces can make all the difference between suitcase regret and outfit triumph. The best vacation wardrobes are built on versatility—those clever finds that play double (or triple) duty, taking you from breezy afternoons exploring local markets to impromptu dinners under the stars. Lightweight, breathable fabrics are a must for any warm-weather getaway, but don’t underestimate the power of a well-placed layer or a knit set that travels just as well as it wears. In December, when the urge to swap sweaters for sundresses hits hard, it’s all about packing smart: think flowy skirts that work as swimsuit coverups, matching sets that mix and match effortlessly, and accessories that instantly elevate your look without taking up precious carry-on space. And let’s not forget the finishing touches—sun hats, statement sunglasses, and woven bags that bring a dash of vacation energy to any outfit, even if you’re still waiting for your boarding pass.

For anyone who’s ever found themselves standing in front of an open suitcase, second-guessing every outfit, vacation shopping is your secret weapon. These pieces aren’t just for you—they make perfect gifts for the friend who’s always planning her next escape, the sister who’s impossible to shop for, or the mom who deserves a little getaway glam. The beauty of vacation-ready styles is how they adapt to every itinerary and personality. Maybe you’re a planner, mapping out each day and color-coding your looks, or maybe you’re all about that last-minute spontaneity, grabbing whatever feels right and trusting your instincts. Either way, the right vacation wardrobe has your back. It’s about finding those items that make you feel instantly put-together, even after a red-eye flight or a day spent hopping between sightseeing and poolside lounging. And if you’re shopping for someone else, consider what will make their trip a little easier—think easy-care fabrics, wrinkle-resistant styles, or a standout top they’ll reach for again and again. Speaking of which, if you’re looking for the perfect starting point, our Vacation Tops edit is packed with options that go from casual to chic in a snap.

Ultimately, vacation shopping is about more than just clothes—it’s about setting the tone for your adventure. It’s the feeling of slipping into a dress that makes you want to book a dinner reservation, or finding a pair of sandals that can handle city streets and sandy beaches alike. It’s the confidence that comes from knowing you’ve packed pieces that work just as hard as you do, whether you’re snapping photos for the ‘gram or just soaking in the moment. As you scroll through our curated selection, think about how each piece fits into your own travel story. Maybe it’s the skirt that becomes your go-to for every sunset stroll, or the set that makes packing a breeze (and leaves room in your bag for a few souvenirs). No matter where you’re headed this season, your vacation wardrobe should feel like a celebration—of new places, new experiences, and the style that’s uniquely yours.

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