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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.

  • Flirty Moves Ruffle Detail Mini Dress

    Make flirty moves in this fresh and chic mini dress! It features a sleeveless sweetheart neckline with a trendy bust outline, tie-shoulder spaghetti straps, a fitted high waist seam, and a short, A-line silhouette with a faux wrap design and a ruffle detail. Style with clear mules.

    Fit & Features

    • Sleeveless sweetheart neckline, bust outline
    • Tie-shoulder spaghetti straps
    • Fitted high waist seam
    • Mini-length hem, A-line silhouette
    • Faux wrap design, ruffle detail
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1775

    Category Name: Honeymoon Outfits

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nothing But Sultry V-Neck Midi Dress

    You'll be nothing but sultry in this midi dress for a party! It features a sleeveless, v-neck, bungee spaghetti straps, cutout bodice, open-back with tie closure, form-fitting silhouette, and a side slit accent along the hem. Complete the look with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Open-back, tie closure
    • Cutout bodice
    • Form-fitting
    • Side slit, midi-length hem
    • Slinky knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4724

    Category Name: Honeymoon Outfits

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Times Marble Halter Dress

    Let the good times flow in this marble print mini dress perfect for vacation and sipping mojitos! It features a sleeveless, halter neckline with a ruched drawstring and tie closure, a cutout bodice, and a form-hugging fit on the knit-lined fabric. Complete your fab look with lucite mules.

    Fit & Features

    • Halter neckline, ruched drawstring, tie closure
    • Cutout bodice
    • Form-hugging fit
    • Mini-length hem
    • Marble print knit-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4531

    Category Name: Honeymoon Outfits

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sangria Please Striped Halter Top

    Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone this vacay-ready crop top featuring a sleeveless, halter neck, tie-closure, striped pattern, and a smocked back. Complete the look in the matching bottoms.

    Shop The Matching Bottoms: Sangria Please Striped Wide Leg Pants

    Fit & Features

    • Sleeveless, halter neck, tie-closure
    • Cropped hem
    • Smocked back
    • Striped pattern
    • Gauze woven fabric, no stretch, fits true to size

    Style Number/Barcode: 06003-1568

    Category Name: Honeymoon Outfits

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fridays Halter Midi Dress

    Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.

    Fit & Features

    • Off-the-shoulder, halter neckline
    • Cinched bust, cutout accents
    • Form-fitting silhouette
    • Side slit, midi hem
    • Texture knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4444

    Category Name: Honeymoon Outfits

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sangria Please Striped Wide Leg Pants

    Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone for vacay-ready in these striped pants featuring a high-rise waist, paper bag style, and a wide-leg silhouette. Complete the look in the matching top.

    Shop The Matching Top: Sangria Please Striped Halter Top

    Fit & Features

    • High-rise elasticied waist
    • Paperbag style
    • Wide leg silhouette
    • Striped pattern
    • Gauze woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0613

    Category Name: Honeymoon Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sandy Toes Crochet Bodysuit Dress

    The perfect long dress to walk the sandy beaches! This crochet maxi features a sleeveless, V-neck, adjustable spaghetti straps, dual front hoop inserts, and a bodysuit lining with dual-snap button closure on a cheeky bottom. Complete the look in boho earrings and a bracelet.

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Dual front hoop inserts
    • Bodysuit lining, dual snap-button closure, cheeky bottom
    • Form-fitting silhouette
    • Maxi-length hem
    • Sheer crochet fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4675

    Category Name: Honeymoon Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Muse Asymmetrical Midi Dress

    Catch all the glances like the gorgeous muse you are in this printed midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a midi-length, asymmetrical hem, a curve-hugging silhouette, and an all-over geometric multi-print pattern. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Midi-length, asymmetrical hem, ruching down one side
    • Form-fitting silhouette
    • Geometric multi-print pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4644

    Category Name: Honeymoon Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paradise Cove Slit Maxi Skirt

    Enter paradise cove in true vacay style! This tropical maxi skirt features a high-rise waist, front high-cut slit, and a trendy palm print on stretchy lined fabric. Complete the look in the matching top and sunglasses.

    Shop Matching Top: Paradise Cove Cowl Neck Crop Top

    Fit & Features

    • High rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Tropical palm-print
    • Stretchy lined knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0659

    Category Name: Honeymoon Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Cove Cowl Neck Crop Top

    Enter paradise cove in true vacay style! This tropical tank top features a sleeveless, cowl neck, sleek bungee spaghetti straps, cropped hem, and a trendy palm print on stretchy lined fabric. Complete the look in the matching bottoms and sunglasses.

    Shop Matching Bottoms: Paradise Cove Slit Maxi Skirt

    Fit & Features

    • Sleeveless, cowl neck, bungee spaghetti straps
    • Cropped hem
    • Tropical palm-print
    • Stretchy lined knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4262

    Category Name: Honeymoon Outfits

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me On A Getaway Midi Dress

    Pack this alluring and chic midi dress for your next weekend getaway. It features a sleeveless halter neckline with thin straps, front ruched detailing with an adjustable drawstring, a bold front waist cutout, and a midi-length, curve-hugging fit with a high side slit. Style this dress with sleek hoop earrings and strappy sandals.

    Fit & Features

    • Sleeveless halter neckline, thin straps that tie at the back of the neck
    • Front ruching, adjustable drawstring
    • Front waist cutout
    • Midi-length, form-fitting silhouette, side slit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1414

    Category Name: Honeymoon Outfits

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Passport To Paradise Midi Dress

    The island may be breathtaking but you'll also be a sultry view in this sleeveless midi dress featuring a square neck, spaghetti straps, a cutout bodice, asymmetrical hem, and a side ruched drawstring that lets you customize the fit. Complete the look in a straw floppy hat.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Cutout bodice
    • Side ruched drawstring
    • Form-fitting
    • Asymmetrical midi hem
    • Slinky knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4620

    Category Name: Honeymoon Outfits

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paradise Ready One-Shoulder Maxi Dress

    This gorgeous tropical printed maxi dress will have you looking ready for a vacay off to paradise! It features a sleeveless one-shoulder neckline, a single bungee spaghetti strap, an asymmetrical waist cutout with a chic O-ring accent, and a curve-hugging, floor-length silhouette with a front slit. The stretchy knit fabric features an all-over palm leaf print. Complete your look with slip-on sandals and your fave shades.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single bungee spaghetti strap
    • Asymmetrical waist cutout, O-ring accent
    • Maxi-length hem, form-fitting silhouette, front slit
    • Tropical palm leaf print
    • Knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4484

    Category Name: Honeymoon Outfits

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Desert Vacay Sleeveless Maxi Dress

    Make sure to pack this effortlessly-chic maxi dress in your weekend bag for your desert vacay! It features a sleeveless plunging V-neck and back design, tank shoulder straps, a high-rise banded waist with side cutouts, and a flowy, floor-length silhouette with a front slit to show some leg. Style this dress with espadrille sandals.

    Fit & Features

    • Sleeveless plunging V-neck and back design
    • Tank shoulder straps
    • High-rise banded waist, side cutouts
    • Maxi-length hem, flowy silhouette
    • Front slit
    • Woven gauze fabric, pleated detailing, knit skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4504

    Category Name: Honeymoon Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Summer Halter Maxi Dress

    Sultry for summer. Raise the chicness in this halter maxi dress featuring a sleeveless bodice with tie-closure, o-ring inset, and a cutout accent leading to the bodycon silhouette with an asymmetrical slit hem. Complete your sultry look in espadrille wedges.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • O-ring inset, cutout accent
    • Bodycon silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Rib-knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4467

    Category Name: Honeymoon Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For The Drama Sunglasses

    You're all about that chic dramatic style! These bold shades will be the perfect pair to complete your look. They feature a flat top design with square-shaped tinted lenses, a plastic frame, and gold accents on the arms. Style these sunglasses with sleek hoop earrings.

    Fit & Features

    • Flat-top design
    • Square-shaped tinted lenses
    • Plastic frame
    • Gold accents on the arms
    • 100% UV Protection 

    Style Number/Barcode: 07008-0913

    Category Name: Honeymoon Outfits

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Romance Lace Longline Bralette

    Showcase a sultry and romantic style in this partially sheer lace bralette. It features a sleeveless sweetheart neckline, a padded bust, adjustable spaghetti straps, hook and eye front closures, and a longline hem. Style with a flowy mesh duster.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust
    • Adjustable spaghetti straps
    • Hook and eye front closures
    • Longline hem
    • Sheer lace fabric, lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0759

    Category Name: Honeymoon Outfits

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Beauty Halter O-Ring Dress

    You'll be a beautiful view on the beach in this halter midi dress featuring a sleeveless, sweetheart neck, a front O-ring atop the cutout bodice that leads to the form-fitting silhouette. Complete the look with a straw purse.

    Fit & Features

    • Sleeveless, sweetheart halter neck
    • Front O-ring
    • Cutout bodice
    • Form-fitting silhouette
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4443

    Category Name: Honeymoon Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Swirls Slit Maxi Skirt

    Bring the 70s vibes to the party in this retro swirl print maxi skirt featuring a high-rise waist, a sultry front slit, and a flowy silhouette. Complete the look in the matching top and statement earrings. 

    Shop The Matching Top: Retro Swirls One Shoulder Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Flowy silhouette
    • Maxi length hem
    • Swirl print
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0660

    Category Name: Honeymoon Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Charm Layered Necklace

    Unleash this layered necklace for some extra sparkle! It features rhinestone snake charms, a multi-chain design, and lobster clasp closure. Complete the look in a casual bodycon dress and sneakers.

    Fit & Features

    • Rhinestone snake charms
    • Multi-chain layered design
    • Lobster clasp closure

    Style Number/Barcode: 07002-1210

    Category Name: Honeymoon Outfits

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leafy Greens Charm Hoop Earrings

    Eat your greens. Dress up your look in these dangle leaf charm earrings featuring a large sleek hoop and a fish hook with a rubber-back stopper for a secure fit. Style with a boho-inspired dress for the music festival season!

    Fit & Features

    • Dangling leaf charms
    • Large sleek hoop
    • Fishhook, rubber-back stopper

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1281

    Category Name: Honeymoon Outfits

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Dreams Mesh Mini Tote Bag

    This glitter mini tote bag is a thing of dreams! It features a top handle, rhinestone trim along the front flap with snap-button closure, a spacious interior, and a detachable chain-link strap. Complete the look in matching heels for a dressy occasion.

    Fit & Features

    • Top handle
    • Rhinestone trim on front flap
    • Snap-button closure
    • Spacious interior
    • Detachable chain-link strap
    • Mini silhouette
    • Glitter mesh material

    Style Number/Barcode: 07204-0607

    Category Name: Honeymoon Outfits

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up PU Lace-Up Wedges

    Wrap up in these stylish wedges featuring an almond toe, PU lace-up straps, and a platform sole. Complete the look in a cute skater dress for a day out with friends.

    Fit & Features

    • Almond toe
    • PU lace-up straps
    • Platform sole
    • Wedge style
    • Runs true to size

    Style Number/Barcode: 07406-0309

    Category Name: Honeymoon Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmering Beauty Rhinestone Belly Chain

    Shimmer and glimmer in this dazzling rhinestone belly chain! It features a gorg layered design with mini rhinestone embellishments and a center O-ring accent. The belly chain includes a lobster clasp closure. Style with a sultry bikini and chic shades.

    Fit & Features

    • Three-row layered design
    • Mini rhinestone embellishments
    • Center O-ring accent
    • Lobster clasp closure

    Style Number/Barcode: 07301-0465

    Category Name: Honeymoon Outfits

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale