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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.

  • Endless Vacation High Waist Swim Bottoms

    That's the dream, an endless vacation! The good news is that you have a swimsuit in your collection that lives through the season! Don't forget to pick up ur matching top!

    Shop Matching Top: Endless Vacation Tie Front Swim Top

    Fit & Features

    • High waist fit
    • Triangle design
    • Thick waist band
    • Cheeky coverage
    • Moderate stretch

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

    Style Number/Barcode: 07105-0551

    Category Name: Honeymoon Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poolside Mesh Cover Up

    Complete your hot pool party look with this mesh cover up.

    Fit & Features

    • 3/4 Sleeves
    • Tie Waist 
    • Sheer Unlined Mesh Fabric

    Style Number/Barcode: 06204-0512

    Category Name: Honeymoon Outfits

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Roll Up Hem Denim Shorts

    Every girl needs a go to pair of denim shorts, and you just found yours! Dress them up with a sexy crop top, heels and a trendy bag for a day party look.

    Fit & Features

    • High Rise Waist
    • Roll Up Raw Hem
    • Traditional Five Pocket and Belt Loop Design

    Style Number/Barcode: 06603-0114

    Category Name: Honeymoon Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Straight Chillin' Rhinestone Slides

    Get into full relaxation mode when you slip into a pair of slides! And just because you're chillin' doesn't mean you cant add a little glam finish with some rhinestones!

    • Open round toe
    • Thick band with three rows of rhinestone
    • Firm platform sole
    • Slide on fit

    Style Number/Barcode: 07404-0166

    Category Name: Honeymoon Outfits

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Get Enough Platform Simple Sandals

    We can't get enough of your look when you top it off with platforms babe! Whether its a summer dress, or denim shorts, you are dressed to impress!

    • Open almond toe
    • Single band over the toe
    • Ankle strap 
    • Adjustable pin buckle closure
    • Firm platform sole
    • Faux leather

    Style Number/Barcode: 07404-0645

    Category Name: Honeymoon Outfits

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Everyday High Rise Denim Shorts

    This staple pair of denim shorts is a must for your summer wardrobe! Style them up with a cute crop top and sandals.

    Fit & Features

    • High Rise Fit
    • Distressed Front
    • Button Front
    • Raw Hem

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size 3.

    Style Number/Barcode: 06603-0052

    Category Name: Honeymoon Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • No Better High Waist Distressed Shorts

    It gets no better than these perfect high waist denim shorts! Keep it casual and pair them with a basic crop and sandals.

    Fit & Features

    • High Rise Fit
    • Distressed Front
    • Raw Hem

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

    Style Number/Barcode: 06603-0115

    Category Name: Honeymoon Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lulu High Rise Button Denim Shorts

    Oasis by Eunina

    Time to show some leg in these cute cut offs! Style them with a tie front crop top and wedges for a brunch ready look.

    Fit & Features

    • High Rise Waist
    • 5 Button Front
    • Distressed Detailing
    • Raw Hemline

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

     

    Style Number/Barcode: 06603-0045

    Category Name: Honeymoon Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Distressed Denim Shorts

    Go for those girl next door vibes with classic denim shorts for a laid-back look!

    Fit & Features

    • High Rise Waist
    • Single Button and Zipper Closure 
    • Traditional Five Pocket and Belt Loop Design 
    • Heavy Distressed Detailing  
    • Frayed Hem
    • Light Medium Wash Denim Fabric
    • Relaxed Fit | Minimal Stretch

    Medium Denim: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06603-0078

    Category Name: Honeymoon Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Good Tie Front Top

    You’ll look as good as you feel in this embroidered top. Don’t forget to pick up the matching shorts for a fire look!

    Shop the Matching Bottoms: Feeling Good Floral Shorts

    Fits & Features

    • Tie Center
    • Spaghetti Straps
    • Embroidered Detailing
    • Matching Shorts Sold Separately  

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

    Style Number/Barcode: 06003-0920

    Category Name: Honeymoon Outfits

    Price: $4.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Type Tie Crop Top

    Babe we know your type, this top is just what you were looking for. Style it with a mini skirt, heels and a bag for a bomb brunch look.

    Fits & Features

    • Puff Sleeves
    • Twist Front
    • Tie back

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2554

    Category Name: Honeymoon Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day Dreamin’ Eyelet Mini Dress

    Get ready for a sweet summer day in this eyelet dress. Pair it with wedges and a cute mini bag.

     Fits & Features

    • All Over Eyelet Pattern
    • Puff Sleeves
    • Lace Up Detailing
    • Ruffle Hem  

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

    Style Number/Barcode: 05102-0678

    Category Name: Honeymoon Outfits

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh In Polka Dot Smocked Mini Dress

    You'll be looking oh-so-chic and posh in this pretty polka dot mini! 

    Fits & Features

    • Square Neckline & Back 
    • Organza Sleeves With Puff Shoulders & Elasticized Cuffs 
    • Smocked Bodice & Mini Length Skirt 
    • Mesh, Ruffle Trim At The Neckline & Hem 
    • Velvet Polka Dots Throughout 
    • Form Hugging Fit I Ample Stretch 
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0806

    Category Name: Honeymoon Outfits

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelet Dreams Romper

    So dreamy! Pair this sweet romper with strappy sandals and gold jewelry for a cute spring look.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Tie waist
    • Eyelet detail woven fabric

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0092

    Category Name: Honeymoon Outfits

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Good Floral Shorts

    You’ll look as good as you feel in these embroidered high waist shoprts. Don’t forget to pick up the matching crop top for a fire look!

    Shop the Matching Top: Feeling Good Tie Front Top

    Fits & Features

    • High Waist
    • Spaghetti Straps
    • Embroidered Detailing
    • Matching Crop Top Sold Separately  

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

    Style Number/Barcode: 06303-0085

    Category Name: Honeymoon Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Pretty Tie Front Top

    Simply Pretty, you’re going to look bomb this bubble sleeve top. Team it up with denim shorts and sandals for a fresh summer look.

    Fits & Features

    • Bubble Sleeves
    • Tie Front Detail

    Style Number/Barcode: 06204-0005

    Category Name: Honeymoon Outfits

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Feels Ruffle Mini Dress

    Get all those floral feels in this adorable printed ruffle mini dress! Perf to wear to a spring wedding!

    Fit & Features

    • Strapless sweetheart neckline
    • Elastic banded back
    • Hidden back zipper | Hook and eye closure
    • Ruched detailing
    • Tiered ruffle hem
    • Floral printed woven fabric | Knit lining

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0632

    Category Name: Honeymoon Outfits

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Fiesta Crochet Waist Skater Dress

    Get your party on in this gorgeous floral skater skirt! Dress it up with some clear heels and some sparkling finishing touches. 

    Fits & Features

    • Spaghetti Straps That Cross At The Back 
    • V Neckline 
    • Crochet Design At The Waist
    • Mini Length Silhouette I Skater-Style Skirt 
    • Scuba Fabric 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0329

    Category Name: Honeymoon Outfits

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Dream Tie Front Top

    Look like a total dream in this boho chic tie front top! Pair with a trendy bralette underneath and some high waisted denim shorts for that desert wanderer vibe!

    Fit & Features

    • Cap sleeves
    • V neckline
    • Tie front
    • Cropped
    • Sheer lightweight gauze fabric
    • No stretch

    Style Number/Barcode: 06204-0536

    Category Name: Honeymoon Outfits

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Acid Wash Jean Shorts

    Yes girl, these acid wash jean shorts are a total must. Def don't miss out - add to cart!

    Fit & Features

    • High rise waist
    • Traditional five pocket and belt loop design
    • Front button up closure
    • Major distressed detailing
    • Frayed hem
    • Acid wash denim fabric | No stretch

    Style Number/Barcode: 06603-0075

    Category Name: Honeymoon Outfits

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Carine Metallic Glitter Ruched Mini Dress

    Special Occasion 

    Almost instantly, Carine's glitter metallic shine will draw eyes your way. You'll be loving her figure-flattering fit that'll have you look and feel amazing. Don't forget to include some stiletto heels and earrings to really finish the look! 

    Fits & Features 

    • Adjustable Spaghetti Straps 
    • V Neckline I Padded Bust 
    • Back Zipper With Hook & Eye Closure 
    • Mini Length Silhouette 
    • Ruched Down Center Front, Back & Sides 
    • Smooth Woven Glitter Knit I Fully Lined
    • Form Hugging Fit I Minimal Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0326

    Category Name: Honeymoon Outfits

    Price: $36.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Eyelet Detail Crop Top

    You've got that effortless beauty, and this adorable eyelet detail woven top will show that off! Pair with some high rise denim shorts for that laid back, spring time vibe.

    Fit & Features

    • Long balloon sleeves | Elastic banded cuffs
    • Slight sweetheart neckline
    • Tie front detail
    • Stretchy smocked back
    • Cropped
    • Eyelet woven fabric | Front and back lining

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

    Style Number/Barcode: 06003-1011

    Category Name: Honeymoon Outfits

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Chill Faux Suede Sandals

    Time to chill and lay back, because summer is right around the corner! First stop, finding the best sandals! Style these cuties with flowy pants, or even a flowy mini dress!

    • Open round toe
    • Thick band over the toe
    • Closed heel
    • Flat sole
    • Composed of faux suede

    Style Number/Barcode: 07404-0575

    Category Name: Honeymoon Outfits

    Price: $16.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Girl Mauve Lace Babydoll And Panty Set

    Babe, you'll be the ultimate dream girl in this lace babydoll dress and panty set!

    Fit & Features

    • Two piece set
    • Adjustable spaghetti straps
    • Lace bodice
    • Caged triangle design | V neckline
    • Hook and bar front closure
    • A-line mesh skirt
    • Matching 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: 07103-0331

    Category Name: Honeymoon Outfits

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free