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STYLE SPOTLIGHT

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Explore Vacation Dresses & Outfits

Effortless & Stylish Honeymoon Outfits

Planning your dream honeymoon? Windsor has you covered with effortlessly stylish outfits perfect for romantic escapes and unforgettable adventures. Whether you're heading to the coast, a chic city getaway, or a serene retreat, our collection makes every moment feel special.

Dresses Made for Romance

Explore mini, midi, and maxi dresses featuring flirty details like ruffles, smocking, pleating, and chic slit accents. Lightweight wrap dresses and flowy maxis are perfect for strolling through charming streets, while fitted lace bodycon styles set the tone for candlelit dinners under the stars.

Layers & Evening Elegance

Transition seamlessly from day to night with stylish layers like breezy dusters, cropped denim jackets, and tailored blazers. For glamorous evenings out, discover our cocktail outfits collection—stunning minis and midis designed to pair with strappy heels and statement jewelry.

Chic Tops & Matching Sets

Elevate your honeymoon wardrobe with elegant tops including bustiers, bodysuits, and blouses, perfect for alfresco dining. Pair with wide-leg trousers, linen pants, or breezy skirts for effortless sophistication. Matching sets in florals, bold hues, or soft pastels offer easy mix-and-match styling for every destination.

Accessories & Finishing Touches

Complete your look with woven sun hats, dainty layered necklaces, and chic handbags. Step into strappy sandals, trendy mules, or luxe heels to complement your honeymoon outfits and keep your style flawless from day to night.

Lingerie & Sleepwear

Create intimate moments with dreamy lingerie and airy sleepwear. From satin rompers and lace-trimmed camisole sets to sheer robes and sultry garter styles, these pieces bring elegance and romance to your getaway.

From wedding events to your honeymoon escape, Windsor offers a curated selection of outfits designed to make you feel stunning every step of the way. Shop online, in-app, or in-store to discover honeymoon outfits you’ll love for every destination.

What Should I Pack For My Tropical Or Beach Honeymoon?

If you are going to a tropical location or a beach for your honeymoon, you should definitely plan ahead and decide what to pack. For warmer weather, focus on lightweight and flowy silhouettes. Consider bringing pieces that can be worn with many different outfits so you can have a bunch of stylish and chic choices without bringing your whole wardrobe. Depending on how long your stay is, you will want to consider how many swimsuits to bring. It’s always a good idea to bring both two-piece and one-piece swimsuits so you can get different looks. A cover-up is also perfect to wear down to the beach or the pool, and can also be worn over trendy tops and casual dresses. Shop sheer long flowy dusters or cropped tie front tops in mesh and chiffon fabrics that are also versatile pieces you can style up and down as needed. Capture more honeymoon outfit inspo with this Windsor blog on what to pack for your beach honeymoon.

You should also explore tops in sheer mesh, pretty outfits in lace fabrics, and women's tops with an open back, lace-up, or caged detailing for a sexy look. For dressier date nights, pack curve-hugging mini dresses, flowy midi or maxi dresses, rompers, jumpsuits, and matching crop tops and skirts or shorts for a chic look. Floral print dresses are perfect for a tropical or beach honeymoon and you can find your favorite skirts and shorts with beautiful prints at Windsor. For shoes, it’s a good idea to bring a pair of comfortable walking shoes as well as trendy sandals and wedges for a dressier vibe. When completing your outfits with accessories, pack simple jewelry that can be worn with many different looks and one or two statement pieces for those dressier moments.

What Should I Pack For My Honeymoon In The City?

If your upcoming honeymoon is in the city, you’ll definitely want to bring key stylish pieces to create chic outfits. Consider what the weather will be like before you decide what to bring, and pack accordingly. You’ll want to bring casual outfits you can wear as you go out and explore, as well as some dressier options for nicer occasions. Pack basic pieces, like a solid color midi dress or tie-front blouse, that can be styled in multiple ways and can be dressed up or down. Shop trendy shirts, bodysuits, and crop tops that can easily be paired with denim for a casual option or a faux leather mini skirt for a dressier vibe. Dusters and blazers are a must-have because their versatility allows you to up the style factor on almost any outfit. Open trenches and blazers can double as lightweight jackets. A basic day dress is perfect to pack because it can be worn with a jean jacket during the day and a moto leather jacket for a night-out look.

Comfortable walking shoes are a definite must since you’ll be out and about exploring the city. Also, consider bringing a nicer pair of heels for dinner dates on your honeymoon in the city. Pack simple yet stunning silver or gold jewelry for a subtle hint of glam, and one or two rhinestone pieces for an elevated look. To complete your outfits, make sure to pack a chic crossbody bag or belted fanny bag to keep all of your essentials on hand as you travel.

  • Catch Me Twirlin' Ruffle Chiffon Skater Dress

    One spin and you're giving main character energy! With dreamy chiffon ruffles, sweet side cutouts, and an open back moment, this skater dress is made for sunny flings and girls’ night things.

    Fit & Features

    • Sheer chiffon fabric with lining
    • Sleeveless sweetheart neckline, padded bra cups
    • Tie-back halter straps, smocked back
    • Side cutouts leading to an open lower back
    • Tiered ruffled design
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000146

    Category Name: Honeymoon Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Muse Tropical Floral Tie-Front Top

    Serving island goddess energy with every step. This mesh tie-front top brings the vacay vibes with tropical floral drama and an ultra-cropped fit that moves with you from golden hour to after-party. Style with the matching maxi skirt for a look that slays.

    Shop Matching Bottoms: Island Muse Tropical Floral Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Tropical floral print
    • V-neckline
    • Tie-front design
    • Long bishop sleeves
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000036

    Category Name: Honeymoon Outfits

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • Everyday Chic Cutout Sandals

    Bringing effortless energy wherever you go. These chic slide sandals are your no-brainer pick for sun-soaked strolls, coffee runs, and last-minute plans.

    Fit & Features

    • Square toe
    • H-shaped band
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000038

    Category Name: Honeymoon Outfits

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Wow Factor Cutout Maxi Dress

    In this strapless maxi dress, you'll be checking yourself out in every mirror you pass! It boasts a metal square accent with a chic drape, a cutout bodice to show some skin, and a high front slit for effortless movement.

    Fit & Features

    • Texture knit fabric, stretchy knit lining
    • Strapless sweetheart neckline, metal square accent, drape design
    • Padded bra cups
    • Cutout bodice, back zipper and hook-eye closure
    • High front slit
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000116

    Category Name: Honeymoon Outfits

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet But Savage Lace Floral Leopard Mini Dress

    Giving major heartbreaker energy! This flirty A-line mini dress hugs you just right with its mesh fabric and mixed prints. Pair it with heels or a chunky boot—your vibe, your rules.

    Fit & Features

    • Floral leopard print, mesh fabric, stretchy knit lining
    • Sweetheart neckline, adjustable spaghetti straps
    • Lace underwire bust with bow
    • Back zipper and hook-eye closure
    • Princess seams down the front
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000267

    Category Name: Honeymoon Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • Heart Eyes Only Slide Sandals

    These comfy-cute slides feature a clear strap topped with a bold heart charm—perfect for pool days, park hangs, or running errands like a style icon.

    Fit & Features

    • Round toe
    • Clear PVC strap with heart cutout
    • Comfortable footbed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07404-000005

    Category Name: Honeymoon Outfits

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CLEAR

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 10

    Product Badge:
    • Sale
  • Catching Looks Crochet Bandeau Tube Top

    Serving body and beach energy all in one slay. This crochet bandeau tube top features a strapless sweetheart neckline and chic tie-front design, perf for sipping cocktails, catching sunsets, or just catching looks.

    Shop Matching Bottoms: Catching Looks Crochet Palazzo Pants

    Fit & Features

    • Sheer textured crochet fabric with lining
    • Strapless sweetheart neckline
    • Flow tie-front design at the bust
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000048

    Category Name: Honeymoon Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Part of a Set
  • Golden Hour Seashell Sandals

    Vacay vibes in every step. These shell-accented sandals are your new go-to for beach walks, brunch looks, and everything in between—comfy, cute, and made for your golden hour moments.

    Fit & Features

    • Faux leather material
    • Open square-shaped toe
    • Thong strap design
    • Metal shell accent
    • Open back, on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-000020

    Category Name: Honeymoon Outfits

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Me Up Crop Top

    Flirty, flowy, and made for vacay vibes! This ruffle-trim crop top brings soft drama with a sleek fit and tie-front design that shows just enough—pair it with the matching skirt to complete the look.

    Shop The Matching Skirt: Ruffle Me Up Midi Skirt

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • Ruffled trim front
    • Tie front closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000040

    Category Name: Honeymoon Outfits

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S

    Product Badge:
    • Sale
  • Ruffle and Ready Chiffon Halter Maxi Dress

    Love to make an entrance? Nail it with this chiffon maxi dress! With cascading ruffles, sultry cutouts, and a leggy slit, this chiffon maxi brings the drama every time.

    Fit & Features

    • Chiffon fabric, lined with stretchy knit
    • Sweetheart halter neckline with tie straps, padded bra cups
    • Cutout back and sides
    • Cascading ruffle trims
    • Flowy silhouette, front slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000198

    Category Name: Honeymoon Outfits

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Barefoot Bliss Strapless Crochet Maxi

    Sun, sand, and this dress—name a better trio. The strapless twist neckline and open-knit crochet bring breezy beach goddess vibes with zero effort required. Perfect for sunset cocktails on vacay or a beach date!

    Fit & Features

    • Crochet fabric, knit lining
    • Strapless twist neckline
    • Curve-hugging fit
    • Center back slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000011

    Category Name: Honeymoon Outfits

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S

    Product Badge:
    • Sale
  • Lowkey Head Turner Open Back Mini Dress

    She’s simple until she turns around. This bodycon mini dress elevates your look with an open back and tie detail that’s anything but basic. Pair with sandals for daytime outings.

    Fit & Features

    • Rib knit fabric, smooth, stretchy knit lining
    • Crew neck
    • Open back with tie detail
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000159

    Category Name: Honeymoon Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Sunny Daze Linen Tie-Front Crop Top

    Catch the breeze, catch the vibe. This linen tie-front crop top is made for sunny days and carefree moments—easy, airy, and ready for wherever the day takes you.

    Shop Matching Bottoms: Sunny Daze Linen Mini Skort

    Fit & Features

    • Linen woven fabric
    • Sleeveless V-neckline
    • Tank shoulder straps
    • Tie-front design
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000023

    Category Name: Honeymoon Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Pearls Please Halter Open Back Mini Dress

    Made for rooftop dinners and dressy shower celebrations. This halter mini dress stuns with an open back, curve-hugging fit, and faux pearl trim hem that brings all the flirty, polished allure.

    Fit & Features

    • Mesh-lined fabric
    • Halter crew neckline, spaghetti strap tie-back closure
    • Open back
    • Curve-hugging fit
    • Faux pearl trimmed mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000196

    Category Name: Honeymoon Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, L

    Product Badge:
    • Sale
  • Ruffle Me Up Lace Halter Mini Dress

    Serving flirty femme vibes—this lace mini dress with tiered ruffles is giving soft glam perfection. The halter neckline and curve-hugging fit make it your new go-to for bridal celebrations and dressy brunch plans.

    Fit & Features

    • Lace-lined fabric
    • Halter V-neckline
    • Bodycon silhouette
    • Tiered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000535

    Category Name: Honeymoon Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY, BLACK

    Available Size: XS, S, M, L

  • Shady Baby Oval Sunglasses

    Serving throwback attitude with a modern twist—these cat eye sunglasses are the ultimate finishing touch to any 'fit. Whether it’s brunch, beach, or just a vibe check, they’ll have you looking instantly cooler.

    Fit & Features

    • Oval round design
    • Plastic frame
    • Gradient-tinted lenses
    • Polycarbonate
    • Blocks 100% UV

    Style Number/Barcode: 07008-000039

    Category Name: Honeymoon Outfits

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OFF, WHITE

    Available Size: NS

    Product Badge:
    • Sale
  • Wild Side Leopard Halter Crop Top

    Serving up fierce with a side of flirty, this halter crop top is pure attitude. The hoop inserts bring the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.

    Shop The Matching Bottoms: Wild Side Leopard Wide-Leg Pants

    Fit & Features

    • Soft stretch knit fabric with leopard print
    • Halter neckline with hoop insert details, tie closure
    • Cropped silhouette with open back and tie closure
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000265

    Category Name: Honeymoon Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Shady Business Square Frame Sunglasses

    The perfect slip-on-and-go sunglasses that shade your eyes from the rays and adds a cool finish to your everyday look. Perfect for coffee runs, errands, or any sun-soaked day.

    Fit & Features

    • Square frames
    • Tinted lenses
    • Rubber nose supports
    • Sleek metal arms with plastic trim
    • 100% UV protection

    Style Number/Barcode: 07008-000091

    Category Name: Honeymoon Outfits

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blooming Allure Floral Mesh Cutout Tube Top

    Giving goddess vibes with a flirty twist. This floral mesh crop top brings all the drama with its sleek bandeau fit and daring back O-ring cutout.

    Shop Matching Bottoms: Blooming Allure Floral Mesh High-Slit Maxi Skirt

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Strapless straight-across neckline
    • O-ring back cutout
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000235

    Category Name: Honeymoon Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Curve Appeal Halter Mini Dress

    This cowl halter mini dress hugs your curves with a sleek bodycon fit, while hoop inserts add a daring glow—perfect for bachelorettes, birthday babes, or any night out!

    Fit & Features

    • Smooth knit-lined fabric with stretch
    • Cowl halter neckline, hoop inserts, tie closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000433

    Category Name: Honeymoon Outfits

    Price: $40.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Moonlit Glow Satin A-Line Mini Dress

    This slip-inspired satin dress shimmers under the light, with a flirty slit and sweetheart bustline to set the tone. Made for date nights, weddings, or a glam celebration.

    Fit & Features

    • Silky smooth woven satin fabric
    • Sweetheart neckline
    • Sleek spaghetti straps
    • Form-hugging, A-line silhouette
    • Front slit accent, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000489

    Category Name: Honeymoon Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: XS, S, M, L

  • Whispered Touch Sheer Lace Slip Maxi Dress

    Barely there, but unforgettable. This sheer lace slip dress brings full soft seduction with its body-skimming silhouette and thigh-high slit. Perfect for layering under or over your favorite looks.

    Fit & Features

    • Sheer lace fabric
    • Scoop neckline with keyhole accent
    • Adjustable spaghetti straps
    • High front slit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 07103-000057

    Category Name: Honeymoon Outfits

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S/M, L/XL

  • Untamed Bloom Tie-Front Crop Top

    Flirty, fearless, and just the right amount of wild. This top blends bold floral and animal prints for that effortlessly sultry vibe. The tie-front top and flirty flowy hem bring all the movement and attitude—no accessories required (but gold jewelry helps).

    Shop The Matching Skirt: Untamed Bloom High-rise Slit Midi Skirt

    Fit & Features

    • Floral and animal print, mesh fabric, bust lining
    • V-neckline with tie-front detail
    • Sheer fitted long sleeves
    • Flowy crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000065

    Category Name: Honeymoon Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Bloom High-rise Slit Midi Skirt

    Flirty, fearless, and just the right amount of wild. This skirt blends bold floral and animal prints for that effortlessly sultry vibe. The high-rise fit and flirty slit midi hem bring all the movement and attitude—no accessories required (but gold jewelry helps).

    Shop The Matching Top: Untamed Bloom Tie-Front Crop Top

    Fit & Features

    • Floral and animal print, mesh fabric, lining
    • High-rise waist
    • Curve-hugging fit
    • Flowy slit midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000097

    Category Name: Honeymoon Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set