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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.

  • Wild One Color Block Swim Bottoms

    You're a wild one when it comes to your style! These color block swim bottoms will give you a trendy vibe! Be sure to pair them with the matching top.

    Shop Matching Top: Wild One Tie Front Swim Top

    Fit & Features

    • V cut design
    • Cheeky bottom
    • Color block pattern
    • Leopard print

    Model is 5'6" with 33" bust, 26" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0536

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only One For You Bandeau Swim Top

    This one shoulder bandeau swim top is obvi the only one for you! Grab your fave sunnies and bask in the sun pool side.

    Shop Matching Bottoms: Only One For You High Waist Swim Bottoms

    Fit & Features

    • One shoulder sweetheart neckline
    • Bandeau design
    • Center O-ring detail

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

    Style Number/Barcode: 07104-0318

    Category Name: Honeymoon Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only One For You High Waist Swim Bottoms

    These high waist swim bottoms are obvi the only ones for you! Grab your fave sunnies and bask in the sun pool side.

    Shop Matching Top: Only One For You Bandeau Swim Top

    Fit & Features

    • High rise elastic banded waist
    • High cut design
    • Cheeky bottom

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

    Style Number/Barcode: 07105-0474

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry And Sheer Mesh Waist Swimsuit

    Look totally fab sitting poolside in this sultry and sheer mesh waist one piece!

    Fit & Features

    • Adjustable spaghetti straps
    • Plunging V neckline
    • Back tie closure followed by a lower back cut out
    • Sheer mesh overlay at the waist
    • Cheeky bottom with side cut outs

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07109-0167

    Category Name: Honeymoon Outfits

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunset Beauty High Waist Bikini Bottoms

    You'll be a stunning sunset beauty in these high waist bikini bottoms! Pair with the matching top and you'll be ready for the vacay of your dreams!

    Shop Matching Top: Sunset Beauty Lace Front Bikini Top

    Fit & Features

    • High rise waist
    • Lace up sides | Tie closures
    • Cheeky bottom
    • Ribbed fabric

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0567

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Mesh Moment Swim Bottoms

    Have a major moment in these sultry stylish mesh swim bottoms! Paired with the matching swim top, the beach will be your runway!

    Shop Matching Top: Major Mesh Moment Swim Top

    Fit & Features

    • High rise waist
    • Sheer mesh panel
    • Cheeky bottom

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0492

    Category Name: Honeymoon Outfits

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cancun Vibes Wooden Beaded Mini Purse

    Get those total vacay vibes going when you top your look off with a neutral toned beaded mini purse! It only needs to hold one thing, that sun tan lotion!

    • Rectangular design
    • Light to dark coloring
    • Wooden beading
    • Double handles
    • Unlined
    • Removable chain link crossbody strap

    Style Number/Barcode: 07203-0219

    Category Name: Honeymoon Outfits

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Flounce Off The Shoulder Swim Top

    Give off a flirty flair in this flounce detail off the shoulder swim top! Pair with the matching swim bottoms to complete your adorable look.

    Shop Matching Bottoms: Flirty Criss Cross High Waist Swim Bottoms

    Fit & Features

    • Off the shoulder neckline
    • Ruffle overlay
    • Removable padding
    • Lined
    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.  

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

    Style Number/Barcode: 07104-0354

    Category Name: Honeymoon Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Mesh Moment Swim Top

    Have a major moment in this sultry stylish mesh swim top! Paired with the matching swim bottoms, the beach will be your runway!

    Shop Matching Bottoms: Major Mesh Moment Swim Bottoms

    Fit & Features

    • Adjustable spaghetti straps
    • Triangle design
    • Sheer mesh trim
    • Back hook closure

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0341

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Wave Bar Front Bandeau Swim Top

    Everyone's going to feel the heat as soon as you walk on by in this sizzling swim set! Obvi. don't forget to add the matching swim bottoms to cart 

    Shop Matching Bottoms: Heat Wave Bar Side Hipster Swim Bottoms

    Fits & Features

    • Bandeau-Style Swim Top 
    • Detachable Spaghetti Straps That Tie At The Nape
    • Lined With Removable Padded Bust 
    • Back Hook Closure
    • Heat Stone Embellishments & Bar Accents At Front 

     

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

    Style Number/Barcode: 07104-0350

    Category Name: Honeymoon Outfits

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Beauty Lace Front Bikini Top

    You'll be a stunning sunset beauty in this lace front bikini top! Pair with the matching bottoms and you'll be ready for the vacay of your dreams!

    Shop Matching Bottoms: Sunset Beauty High Waist Bikini Bottoms

    Fit & Features

    • Dual spaghetti straps | Cross back
    • Tank-like design
    • Lace up front | Tie closure
    • Back hook closure
    • Ribbed fabric

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0419

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poolside Elegance Floppy Straw Hat

    Bring that poolside elegance with a floppy hat and some chic over-sized shades hunnayyy!

    • Medium size
    • Round top
    • Wide floppy brim
    • Woven straw with black woven detailing

    Style Number/Barcode: 07302-0166

    Category Name: Honeymoon Outfits

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Wave Bar Side Hipster Swim Bottoms

    Everyone's going to feel the heat as soon as you walk on by in this sizzling swim set! Obvi. don't forget to add the matching swim top to cart 

    Shop Matching Top: Heat Wave Bar Front Bandeau Swim Top

    Fits & Features

    • Hipster-Style Swim Bottoms 
    • Triple Bar Side Accents 
    • Cheeky Fit & Coverage
    • Lined With Heat Stone Embellishments At The Front 

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

    Style Number/Barcode: 07105-0501

    Category Name: Honeymoon Outfits

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Mesh Duster

    This simple cover-up won't downplay your outfit! The sheer lightweight duster is perf for layering over your everyday looks. It features an open front, long fitted sleeves, and a flowy fit. The sheer mesh fabric offers a moderate stretch. Style with sleek hoop earrings.

    Fit & Features

    • Draped open front 
    • Long fitted sleeves
    • Long flowy fit 
    • Sheer mesh fabric 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-1035

    Category Name: Honeymoon Outfits

    Price: $14.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Shine Glitter Mini Dress

    Girl, it's time! Shine and show off that glow in the Time To Shine mini dress!

    Fits & Features

    • Square Neckline
    • Back Zipper With Hook & Eye Closure
    • Mini Length Silhouette
    • Glitter Knit Fabric
    • Curve Hugging Fit I Minimal Stretch

     

    Navy: Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Pink: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05103-0674

    Category Name: Honeymoon Outfits

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Girl Dress

    Shine even brighter in a glitter dress! Bring the glow to your date-night outfit or celebrate your birthday with lots of glitz. The dress features a sleeveless bodice with a square neckline, sleek elastic cord straps, an asymmetrical hemline to showcase curves, and a glitter knit composition that radiates from all your best angles. The dress offers a form hugging fit with slight stretch. Complete your glowing look with rhinestone hair accessories and statement mules. 

    Fits & Features:

    • Square neckline
    • Elastic cord straps
    • High waist seam
    • Asymmetrical hemline 
    • Ruching at the side seam
    • Form hugging fit, slight stretch 
    • Glitter knit composition, fully lined

       

      Silver Dress: Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small.

      Heather Gray Dress: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Mauve & Dark Mauve Dress: Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 05103-2805

      Category Name: Honeymoon Outfits

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Catch This Floral Romper

      Looas beautiful as a bouquet in this gorgeous romper! 

      Fits & Features

      • Adjustable Spaghetti Straps 
      • Plunging V Neckline I Button Front Closure 
      • Lace & Zipper Detail At Back 
      • Fully Lined, Crepe Fabric 
      • Wide Leg Openings 
      • Form Hugging Fit I Moderate Stretch 

       

      Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 06403-0051

      Category Name: Honeymoon Outfits

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • My Wavelength Skater Mini Dress

      Good vibes only in this skater dress! The mini skater dress features a deep v-neckline, spaghetti straps that offer plenty of support, back zip, a darted bust that adds structure to the bodice, a banded waist that flatters, and A-line flared skirt. Complete outfit with chic clear heels and statement earrings.

      Fit & Features

      • Sleeveless v-neckline
      • Darted seams at the bust
      • Spaghetti straps
      • Banded waist 
      • A-line skater silhouette
      • Composed of soft mid-weight woven fabric 
      • Form hugging fit

       

      Ivory and Mint Dress: Model is 5'8" with a 34" bust, 25" waist and 34" hips. She is wearing a size small.

      Blue Dress: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

      Denim Dress: Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8697

      Category Name: Honeymoon Outfits

      Price: $19.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Love The Lace Chemise And Panty Set

      Fall in love with delicate lace details and flattering seam detailing in this sexy chemise and panty set!

      Fit & Features

      • Two piece set
      • Adjustable spaghetti straps
      • Padded molded cups | Hook and eye front closures
      • High rise elastic banded waist
      • Sheer lace fabric | Knit panel detailing
      • Adjustable garter straps
      • Matching thong panty

      Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

      Style Number/Barcode: 07103-0332

      Category Name: Honeymoon Outfits

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Radiant And Ruffled One Shoulder Swim Top

      Look oh so radiant in this ruffle detail one shoulder swim top! Make sure to get the matching bottoms to get the perf sunkissed look bby!

      Shop Matching Bottoms: Radiant And Ruffled High Waist Swim Bottoms

      Fit & Features

      • One shoulder neckline
      • Ruffle trim
      • Removable padding

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

      Style Number/Barcode: 07104-0459

      Category Name: Honeymoon Outfits

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Radiant And Ruffled High Waist Swim Bottoms

      Look oh so radiant in these ruffle detail high waist swim bottoms! Make sure to get the matching top to get the perf sunkissed look bby!

      Shop Matching Top: Radiant And Ruffled One Shoulder Swim Top

      Fit & Features

      • High rise waist
      • Ruffle hip detail
      • Cheeky bottom

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

      Style Number/Barcode: 07105-0606

      Category Name: Honeymoon Outfits

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Such A Stunner Hipster Swim Bottoms

      You'll be such a stunner as you strut down the beach in these hipster swim bottoms! Don't forget to pair them with the matching top!

      Shop Matching Top: Such A Stunner Twist Front Swim Top

      Fit & Features

      • Hispter style design
      • Side tie closures
      • Cheeky bottom

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

      Style Number/Barcode: 07105-0603

      Category Name: Honeymoon Outfits

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Such A Stunner Twist Front Swim Top

      You'll be such a stunner as you strut down the beach in this twist front swim top! Don't forget to pair it with the matching bottoms!

      Shop Matching Bottoms: Such A Stunner Hipster Swim Bottoms

      Fit & Features

      • Adjustable halter spaghetti strap | Strap is removable
      • Padded molded cups
      • Twist front detail
      • Tie back closure

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

      Style Number/Barcode: 07104-0456

      Category Name: Honeymoon Outfits

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sweet Floral Bell Sleeve Top

      Look just as sweet as can be in this adorable floral bell sleeve top! Pair with some high rise white denim cut off shorts or jeans and strappy heels for the perf fresh spring time vibe.

      Fit & Features

      • Long bell sleeves
      • V neckline
      • Tie front detail
      • Cropped
      • All over floral print
      • Polyester woven fabric

      Style Number/Barcode: 06204-0561

      Category Name: Honeymoon Outfits

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale