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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.

  • Lovely In Linen Sleeveless Skater Dress

    Get a lovely look this season in this flowy linen skater dress! It features a sleeveless bodice, tank shoulder straps, a V-neck and back, a high waist with trendy bar cutouts on each side, and a flirty skater silhouette. Style this dress with sandals for a breezy vacay outfit.

    Fit & Features

    • Tank shoulder straps
    • V-neck and back
    • High waist, bar cutouts on each side
    • Flowy skater silhouette
    • Linen and gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-0241

    Category Name: Honeymoon Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless And Chic Eyelet Mini Dress

    Effortless and chic, this eyelet mini dress is the perfect addition to your summer wardrobe. It features a sleeveless scoop neckline, tank shoulder straps, and a mini-length, curve-hugging silhouette. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Short, form-hugging fit
    • Sheer eyelet fabric, full lining
    • Runs true to size

    Style Number/Barcode: 05102-1275

    Category Name: Honeymoon Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow N' Shimmer Low Rise Bikini Bottoms

    Chase that glow in these shimmery bikini bottoms! They feature a low rise waist and a cheeky fit. They are composed of a glitter lurex fabric that offers a form hugging fit. Complete your vacation outfit with the matching bikini top. 

    Shop Matching Bikini Top: Glow N' Shimmer Bikini Top

    Fit & Features

    • Low-rise waist
    • Cheeky fit
    • Glitter lurex
    • Matching bikini top sold separately 

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0517

    Category Name: Honeymoon Outfits

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow N' Shimmer Bikini Top

    Chase that glow in this shimmery bikini top! It features a plunging sweetheart neckline, demi-cups, underwire, adjustable spaghetti straps, and a slide-hook fasten closure. Complete your vacation outfit with the matching bikini bottoms.

    Shop Matching Bikini Bottoms: Glow N' Shimmer Low Rise Bikini Bottoms

    Fit & Features

    • Sleeveless sweetheart neckline
    • Demi-cups
    • Underwire
    • Adjustable spaghetti straps
    • Slide-hook fasten closure
    • Matching bikini bottoms sold separately

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0368

    Category Name: Honeymoon Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunner Status Strapless Mini Dress

    Showcase your status as a chic stunner in this must-have mini dress! It features a strapless scoop neckline, a corset-designed top with flexible boning to provide structure while enhancing your curves with ruched detailing, and a mini-length on a curve-hugging silhouette. Complete the outfit with a pair of sparkly earrings and a dainty bracelet.

    Fit & Features

    • Strapless scoop neckline, pasties recommended
    • Corset-designed top, structured flexible boning
    • Back zipper and hook and eye closure
    • High waist, ruching
    • Short, form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1273

    Category Name: Honeymoon Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brigitta Pearl Embroidered Mini Dress

    Special Occasion

    Perfect for bachelorette parties or to refresh your night-out look, the Brigitta mini dress is a must-have. She features a sleeveless scoop neckline, bungee spaghetti straps that lead to an open back with a cross-strap design, and a mini-length, curve-hugging silhouette. The short dress is crafted from a lined mesh fabric embroidered with all-over pearl details for a chic vibe. Complete the look with the mini dress in rhinestone earrings and new heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Open back, cross-strap design
    • Short, form-hugging fit
    • Sheer mesh fabric with embroidered pearl details, full knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1829

    Category Name: Honeymoon Outfits

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Glam Rhinestone Necklace Pack

    Showcase a glam moment with butterfly necklaces that brings the charm to your outfit. The pack includes two necklaces that when layered create a four-row design consisting of dainty chain links and rhinestone embellished butterflies. Complete look with a floral mini dress and wedges.

    Fit & Features

    • Includes two necklaces
    • Four-row design 
    • Dainty chain links
    • Rhinestone embellished butterflies
    • Lobster clasp closure 

    Style Number/Barcode: 07002-0723

    Category Name: Honeymoon Outfits

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Beauty Tropical Maxi Dress

    Showcase your stunning beauty in this tropical maxi dress on your next weekend getaway! It features a sleeveless V neckline, spaghetti straps that lead to an open back with a strappy design, a high waist, and a floor-length hem with a relaxed fit. The knit fabric has an all-over palm leaf print to bring the vacay vibes. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V neckline
    • Spaghetti straps
    • Open back, strappy design
    • High waist
    • Floor-length hem, relaxed fit
    • Knit fabric, palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0525

    Category Name: Honeymoon Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Bound Tropical Mini Dress

    Don't forget to pack this gorgeous mini dress for your summer vacay! It features a sleeveless square neckline, adjustable spaghetti straps, a back zipper closure, all-over ruching, and a mini-length, curve-hugging silhouette. The knit fabric has an all-over tropical floral print that will pair perfectly with a flowy sheer duster. Complete the look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Ruching
    • Short, form-hugging fit
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05103-3839

    Category Name: Honeymoon Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Major Mesh Mini Dress

    Have a major fashion moment in this trendy mini dress! The dress features a sweetheart neckline with a supportive underwire, sheer short sleeves, a ruched body, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a dainty charm necklace.

    Fit & Features

    • Sweetheart neckline
    • Sheer short sleeves
    • Underwire
    • Ruched body
    • Mini-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0965

    Category Name: Honeymoon Outfits

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lovestruck Butterfly Print Smocked Mini Dress

    Get lovestruck with this pretty butterfly print mini dress that brings the charm! The mini dress features a sleeveless sweetheart neckline with a cute tie-front accent, a cutout at the midriff, adjustable spaghetti straps, a smocked back, and a mini-length silhouette. The dress is composed of a gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with mules! 

    Fit & Features

    • Sleeveless sweetheart neckline 
    • Tie-front accent
    • Adjustable spaghetti straps 
    • Cutout at the midriff 
    • Smocked back
    • Gauze knit fabric, mini length silhouette
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-1230

    Category Name: Honeymoon Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop Of Floral Mesh Maxi Dress

    Add a pop of floral to your summer look with this gorgeous maxi dress. It features a sleeveless wrap-front V neckline, spaghetti straps, a cross-back design with a tie closure, a fitted high waist, and a floor-length skirt with dual front slits and a flowy silhouette. This dress is perfect for attending a summer wedding styled with basic heels and stud earrings.

    Fit & Features

    • Wrap-front V neckline
    • Spaghetti straps
    • Cross-back design, tie closure
    • Fitted high waist
    • Floor-length skirt, dual front slits, flowy silhouette
    • Floral printed sheer mesh fabric, short lining
    • Runs true to size

    Style Number/Barcode: 05101-0544

    Category Name: Honeymoon Outfits

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Romance Floral Off The Shoulder Dress

    Fall for florals with a mini dress that radiates your natural beauty! The dress features an off-the-shoulder neckline with ruffled trim, sweetheart bust, a ditsy floral print, a ruched body, and a mini-length silhouette. Complete look with mules. 

    Fit & Features

    • Off the shoulder neckline
    • Ruffled trim 
    • Sweetheart bust, padded cups, no slip strip
    • Ditsy floral print
    • Ruched body
    • Mini length silhouette 
    • Lined mesh, form-hugging fit, runs true to size 

    Style Number/Barcode: 05101-0966

    Category Name: Honeymoon Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brunch-Ready Floral Midi Dress

    Style this adorable floral midi dress for weekend brunch with the girls! It features a sleeveless square neckline, spaghetti straps, a high waist, ruching, and a mid-length, curve-hugging silhouette. The knit fabric includes a knit lining and offers plenty of stretch. Complete the look with cute sunglasses and chic mules.

    Fit & Features

    • Square neckline
    • Spaghetti straps
    • High waist
    • Ruching
    • Mid-length, form-hugging fit
    • Lined knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1045

    Category Name: Honeymoon Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Stiletto Heels

    Chase that glow with heels that sparkle up your night! The heels feature lace-up straps, an open square toe with a single strap over the toe, and a rhinestone embellished stiletto heel. Complete look with an LBD. 

    Fit & Features

    • Lace-up straps
    • Open square toe with a single strap over the toe
    • Rhinestone embellished stiletto heel 
    • Faux suede material

     

    Style Number/Barcode: 07401-2786

    Category Name: Honeymoon Outfits

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Lace-Back One Piece Swimsuit

    You're a glam one, babe! The swimsuit features a sleeveless scoop neckline with removable padding, adjustable spaghetti straps, a midriff cutout, a lace-up back with a lower back keyhole, and a cheeky fit bottom. Complete look with a floppy hat and sunnies. 

    Fit & Features

    • Sleeveless scoop neckline
    • Removable padding, spaghetti straps
    • Midriff cutout 
    • Lower back keyhole
    • Cheeky fit
    • Form hugging fit, moderate stretch 
    • Runs true to size 

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07109-0270

    Category Name: Honeymoon Outfits

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool For The Summer Cutoff Denim Shorts

    Get a cool, vintage-inspired look this summer with these trendy denim shorts. They feature a high-rise waist, a traditional five-pocket and belt loop design, a button-down closure, major destructed detailing, and a cutoff hem. Style these acid wash denim shorts with a basic crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Button-down closure
    • Major destructed detailing
    • Cutoff hem
    • Acid wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0214

    Category Name: Honeymoon Outfits

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Mood Floral Skater Dress

    This floral skater dress will have you totally summer-ready! It features a sleeveless bodice, a high neckline, spaghetti straps that lead to a strappy cross-back design, a high waist, and a flirty skater skirt. Complete the look with wedges.

    Fit & Features

    • High neckline
    • Spaghetti straps
    • Strappy cross-back design
    • Back zipper closure
    • High waist, skater skirt
    • Nylon fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-0540

    Category Name: Honeymoon Outfits

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Romance Mini Dress

    Bring the romance to date night in this gorgeous mini dress. It features a lined lace top with an off-the-shoulder square neckline, sheer short fitted sleeves, a front cutout at the waist, and a floral-printed knit skirt with a high waist and a mini-length, curve-hugging silhouette. Complete the look with clear heels and a sleek clutch.

    Fit & Features

    • Lined lace top
    • Off-the-shoulder square neckline
    • Sheer short fitted sleeves
    • Front waist cutout, sheer scalloped trim
    • Floral-printed scuba knit skirt
    • High waist, short, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0594

    Category Name: Honeymoon Outfits

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Ready Sleeveless Skater Dress

    This flirty sleeveless skater dress will have you totally summer-ready! It features a high square neckline, spaghetti straps that lead to a cross-back design, a fitted bodice, a high waist, and a short skater skirt. Complete the look with gold hoop earrings and cute wedges.

    Fit & Features

    • High square neckline
    • Spaghetti straps, cross-back design
    • Fitted bodice, high waist
    • Short skater skirt, hidden side pockets
    • Nylon Ponte fabric, knit lining
    • Moderate stretch
    • Runs true to size

     

    Style Number/Barcode: 05101-0553

    Category Name: Honeymoon Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring And Chic Off-The-Shoulder Mini Dress

    Create an alluring and chic look in this gorgeous mini dress. It features an off-the-shoulder neckline with a cross-over design, short fitted sleeves, and a mini-length, curve-hugging silhouette. The smooth knit fabric provides plenty of stretch for comfortable wear. Complete the outfit with statement earrings and a sleek clutch.

    Fit & Features

    • Off-the-shoulder neckline
    • Cross-over design
    • Short fitted sleeves
    • Ruching
    • Short, form-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-0984

    Category Name: Honeymoon Outfits

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Babe Sleeveless Mini Dress

    Yes babe, showcase your stunning style in this sleeveless mini dress. It features a V-neckline, tank shoulder straps, sheer mesh panels on the back, and a mini-length, curve-hugging silhouette. Complete the look with rhinestone earrings and new heels.

    Fit & Features

    • V-neckline
    • Tank shoulder straps
    • Sheer mesh panels on the back
    • Back zipper and hook and eye closure
    • High waist, short, form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0608

    Category Name: Honeymoon Outfits

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taking the Plunge Scoop Neck Midi Dress

    Take the plunge in this stylish midi sweater dress! The dress features a sleeveless scoop neckline, tank shoulder straps, and a bodycon silhouette on rib-knit fabric. Complete the look with mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-shoulder straps
    • Bodycon silhouette
    • Midi-length hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1233

    Category Name: Honeymoon Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Beauty High-Low Skater Dress

    You'll bloom with beauty in this stunning floral skater dress! It features a fitted bodice with an off-the-shoulder square neckline, short fitted sleeves, a high waist, and a flowy, high-low skater skirt. Style this dress with sleek earrings and new heels to attend a summer wedding.

    Fit & Features

    • Off-the-shoulder square neckline
    • Short fitted sleeves
    • High waist
    • Flowy high-low skater skirt
    • Scuba knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-0209

    Category Name: Honeymoon Outfits

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale