32 Effortlessly Chic Honeymoon Outfits for Any Destination Getaway

Your honeymoon marks the first special trip as a married couple with a destination that is a unique reflection of you both. Whether you’re a couple who loves hopping into a car for a road trip or traveling to a beach for a relaxing getaway, we’ve got the perfect honeymoon outfits to pack for your post-wedding vacay. 

We’ve curated a list of 32 incredibly chic and effortless honeymoon outfit ideas for different vacation getaways and destinations. Your honeymoon pictures will be epic and so will your looks for exploring, sightseeing, romantic dinners, or just lounging on a beach.

Honeymoon Outfits for a Road Trip 

If you’re the type of couple who likes to get in the car and explore as you drive to your destination, then you’re in need of some cute and comfortable road trip outfits. You’ll never know when an impromptu detour off the side of the road calls for a quick pic. 

You’ll be perfectly prepared for any quick snap wearing a stylish skater dress or sundress. A short casual dress in cotton gauze or soft chiffon is comfortable to wear for hours on the road and you’ll look incredibly chic when you arrive at your final destination. 

For the days when you’re exploring town, try a denim outfit with high-rise jeans and a trendy crop top. An effortlessly haute look that is post-worthy for sightseeing different landmarks, to grabbing a bite at the local eatery.  

Your honeymoon looks will be on point wherever the road takes you. Check out these road trip outfits to pack.  

Casual Short Dresses

 Easy Breezy Tie-Front and Crop Tops

Summer Denim Styles

Don’t forget to pack a stylish hat and sunglasses for your road trip vacation. Explore our assortment of hats and sunglasses to top off your honeymoon looks.

Outfits Ideas for a Wine Country Honeymoon 

A romantic getaway to the wine country is the perfect honeymoon vacation for the couple who loves to explore new tastes and flavors together. You may need a few midi dress outfits for visiting wineries and for the evening, long maxi dress options for those intimate dinners for two.

Try a flowy chiffon sundress or a beautiful floral printed midi dress for wine tastings and for an elevated evening look, a form-fitting knit dress with sultry cutouts at the waistline or back. A memorable and post-worthy look that you’ll cherish for years to come. 

Check out these romantic midis and long maxi dresses for a weekend trip to the wine country.

Weekend Getaway Midi Dresses

Romantic Long Maxi Dresses

Want to see these styles IRL? Use our store locator for the closest Windsor store near you, or join us on Windsor Live, where our stylists give expert advice on the latest looks and trends of the season.

Stylish Honeymoon Outfits for a European Vacation

A European honeymoon is an incredible trip of a lifetime that deserves stylishly chic  outfits that match the beautiful backdrops, architecture and rustic scenery. Try an effortlessly cool two-piece set with a trendy crop top and a matching midi skirt or wide-leg pants with a unique tie front top for picture-perfect looks when visiting a museum or exploring picturesque neighborhoods.

For romantic evening strolls, try a crepe jumpsuit with an off-the-shoulder design or cutouts at the sides for an elegantly elevated look, perfect for drinking vino at a local bistro or dancing the night away at an outdoor club.

Which honeymoon outfit ideas will inspire you to add to your European vacation looks?

Incredibly Haute Jumpsuits

Matching Two-Piece Sets

Your honeymoon outfit isn’t complete without the perfect stylish slides or sandals for an afternoon of sightseeing and for a romantic night out, check out our collection of gorgeous high heels with hints of sparkle and shine.

Honeymoon Outfit Ideas for a Tropical Island Getaway

If you’re both looking forward to a honeymoon vacation of relaxing on the beach of a tropical island, you will definitely need a few trendy swimsuit options and cover-ups to match. 

If you’ve soaked in all the beach vibes, and want to check out the local landmarks or hangouts –  consider a breezy linen or cotton gauze romper for a stylish laid-back outfit for exploring and strolling around town. If your evening plans include a romantic dinner for two, why not try a midi skirt outfit with a tropical print and side high-slit, styled with an open-back crop top? A gorgeous honeymoon outfit that has an island vibe with a palm leaf or floral print. 

Check out these island getaway-inspired styles to add to your honeymoon outfit collection.

Casually Chic Short Rompers

Stylish Midi Skirt Outfits

Honeymoon Essentials to Pack

We couldn’t end this list of honeymoon outfit ideas without mentioning the ultimate key essential to pack for your getaway – the layering piece. A stylish open trench or soft knit duster will add a light layer of warmth and you’ll look stylishly chic when you’re traveling or taking in the sights at night.

Which one of these layering pieces will you add to your honeymoon outfits list?

Lightweight Jackets

Dusters and Kimonos

So there you have it, a hand-picked list of 32 honeymoon outfit ideas for any destination. Whether you’re enjoying your favorite tunes on a romantic honeymoon road trip or visiting timeless artifacts during an Italian getaway, you’ll be all set with picture-perfect outfits for your post-wedding adventure with your one and only

We love a stylish honeymoon look! Don’t forget to tag your Windsor outfit with @windsorstore or use #WindsorStore on Instagram to submit your photo.