Best Travel Dresses for Every Season by a Frequent Traveler

Last Updated on August 9, 2021 by haveclotheswilltravel

If you’re searching for the best travel dresses that are wrinkle-resistant, versatile, comfortable, stylish, have pockets and are great quality – this is the post for you! Plus, these are dresses that are being tested and worn by an actual traveler on adventures (me – the voice behind Have Clothes, Will Travel!)…and not just a random roundup featuring product photos from a mysterious writer.

Some of the dresses in the post I’ve had for years and have worn on adventures ranging from sightseeing in Russia to lounging on the beach in Jamaica to riding camels in Egypt. Some are more recent finds and were just tested on my adventure through Brazil this last month. (I just returned from that yesterday!)

I will be briefly reviewing and answering each question below for the dresses/brands featured in this post, as these are what I look for when buying a dress for traveling.

  • Is it wrinkle-resistant?
  • Is it versatile?
  • It is comfortable (breathable)?
  • Which season(s) does it work for?
  • Does it have pockets?
  • How good of quality is it?
  • Is it machine-washable?

The brands that are featured in this post are:

Please feel free to reach out if you have any questions about the travel dresses featured in this post in the comments section at the end. Enjoy!

*Disclosure: some of these links are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission at no extra cost to you. Thank you for supporting the brands that make this blog possible!

The Best Travel Dresses for Every Season and Trip

Karina Dresses – ALL of Their Dress Styles!

Note: this one isn’t for a particular style of dress as ALL of the dresses made by Karina Dresses work well for traveling. (I currently own 5 of their dresses in different styles.)

The perfect travel dress

Is it wrinkle-resistant?

Yes! All the dresses made by Karina Dresses are wrinkle-resistant and packable!

Is it versatile?

Yes, I have worn my Karina Dresses for every type of event under the sun. 

It is comfortable (breathable)?

YES. These dresses are SO comfortable and breathable.

Which season(s) does it work for?

Every season! I’ll show photos below, but these dresses work from winter-summer no problem! Just pair with tights or a cardigan in winter and you’re good to go (pictured below). 

Does it have pockets?

Some of their dress styles do have pockets, but not all of them do. You can click here to shop their dresses that DO have pockets.

How good of quality is the dress?

All of the dresses I have from Karina Dresses are incredible quality. The one in the photo above in Russia I’ve worn and washed at least 30 times and it still looks like new. They are also all made in the USA!

Is it machine-washable?

Yes! All Karina Dresses are machine-washable.

Karina Dresses Review

Karina Dresses are my go-to for travel dresses. They check every box that I look for in a travel dress. I also love that they are a small, US-based company that is committed to creating quality dresses in sizes that range from XXS-4X. All of the dresses above are from Karina Dresses. I also wrote an in-depth review of Karina Dresses – if you’re interested, click here to read it.

SCOTTeVEST – Dorothy Dress

SCOTTeVEST - Dorothy Dress

Is it wrinkle-resistant? 

Sort of. I wouldn’t say this dress is 100% wrinkle-resistant. However, I didn’t iron it before wearing it in the photos featured here (but you can see some wrinkles). I did wash this dress before wearing it, though. (There were some deep wrinkles from the packaging.) 

Is it versatile?

Yes, with the right accessories – I’ve worn this SCOTTeVEST dress from sightseeing to dinner and even as a swimsuit coverup. 

It is comfortable (breathable)?

VERY. This is the most comfortable and breathable dress in this entire post. 

Which season(s) does it work for?

Spring, summer and early fall. This dress is pretty lightweight, even with layering, I think it would get a little chilly in the dead of winter.

Does it have pockets?

Yes – and they’re the best pockets on this list too! They actually zip, so your belongings stay safe AND dry. I was caught in a crazy rainstorm by Christ the Redeemer (in Brazil) while wearing this dress and my passport and phone were both fine and dry in my pockets! 

How good of quality is it?

Amazing! This dress is really well-made and the design is incredibly well-thought-out for a traveler. 

Is it machine-washable?

Yes. It also drys SUPER fast, so if you’re caught in a rainstorm or want to wash it in a hotel sink… this dress will be dry in couple hours.

SCOTTeVEST - Dorothy Dress
What it looks like without a belt.

SCOTTeVest is best known for their revolutionary travel eVEST that has a pocket for just about everything! However, they also make many other clothing items, such as this lovely Dorothy dress that features 4 pockets and is loose-fitting and stylish to boot.

I was seriously blown away by how comfortable this dress is – and how quickly it dried after I was drenched in a storm. (I didn’t even change for dinner that night!) The pockets are also the best-designed pockets in this entire post (they kept my passport, phone and credit card safe and dry).

And while being loose-fitting is super comfortable, I do prefer this dress paired with a belt (just my personal preference). You can also get a slightly more fitted look if you size down a size when ordering. 

  • Click here to shop the Dorothy dress by SCOTTeVest. (Use code VEST15 for 15% off your order!)

Anatomie – Travel Marine Winkle-Free Wrap Dress

Anatomie - Travel Marine Winkle-Free Wrap Dress

Is it wrinkle-resistant?

Yes! This dress is 100% wrinkle-resistant.

Is it versatile?

Yes! I’ve worn this Anatomie dress for a day of sightseeing through Rio de Janeiro to dinner at a fancy steak house in the city.

It is comfortable (breathable)?

Yes, it’s very comfortable and breathable. The humidity in Rio was insane (I mean, check out my hair! Haha.) and I was still comfortable wearing this dress. 

Which season(s) does it work for?

While I’ve only worn this dress in spring and summer so far – there’s no reason you couldn’t pair this dress with boots and tights for winter. I’ll test it out in some chillier weather when I head to Ireland in a couples weeks!

Does it have pockets?

Unfortunately, no. That is the only thing I don’t like about this dress.

How good of quality is it?

FANTASTIC. I think this dress is the highest quality dress on this entire list. 

Is it machine-washable?

Yep!

Anatomie - Travel Marine Winkle-Free Wrap Dress

Anatomie is a brand that specifically makes high-quality, luxury travel clothing for women. This is my only dress from Anatomie at this time, but that is going to have to change! I LOVE how stylish and classy this dress is. It’s super flattering and would work on just about any body type too. It also comes in red and navy. 

  • Click here to shop the travel marine wrinkle-free wrap dress from Anatomie. 

(Pro tip: be sure to wash this Anatomie travel dress before wearing it. I literally took it out of the package and threw it in my suitcase the first time I wore it… and it ended up bleeding on the light-colored bra I was wearing. However, I wore it in some really humid and sticky conditions, and also was caught in a couple of rainstorms. Still, it’s better to just be safe than sorry – just wash it first!)

United by Blue – Ridley Long Sleeve Swing Dress

United by Blue - Ridley Long Sleeve  Swing Dress

Is it wrinkle-resistant? 

Sort of. I wouldn’t say this dress is 100% wrinkle-resistant. However, I didn’t iron it before wearing it in the photos featured here (but you can see some wrinkles). I did not wash this dress or pack it in any special way, though.

Is it versatile?

Not exactly. This dress works great as a casual clothing item. But you’re not likely going to be wearing it to the office or a fancy dinner.

It is comfortable (breathable)?

Yes! It is so soft and comfortable. It feels like being wrapped in my favorite blanket snuggled on the couch. 

Which season(s) does it work for?

Spring, early summer, fall and winter. This dress from United by Blue is one of the thickest dresses on this list. So, I think it works great in chillier weather with layers. It’s not so thick, though, that it can’t be worn in warm weather either. (I wore it as a swimsuit coverup above in 75-degree weather.)

Does it have pockets?

Yep!

How good of quality is it?

It’s fantastic quality, and it’s also made from sustainable materials. 

Is it machine-washable?

Yep.

United by Blue is a clothing company committed to making the world a better place. For every product you purchase from United by Blue – they remove one pound of trash from the ocean. Plus, their clothing is high-quality and made from sustainable materials. Their Ridley dress is perfect for a beach vacation or if you’re embarking on a camping trip. I’m also bringing this dress along for St. Patrick’s Day in Dublin this year. I think it will be perfect with leggings and boots for the celebrations! 

  • Click here to shop the Ridley long sleeve swing dress by United by Blue. 

XCVI – Bran Dress

Bran dress by XCVI - interesting travel dress

Is it wrinkle-resistant?

No. This dress will require a good steaming before you wear it. 

Is it versatile?

Not exactly. I don’t think this dress will work for an office or a fancy dinner. It’s great to wear exploring or for more casual events.  

It is comfortable (breathable)?

Yes. This dress is very comfortable and breathable.

Which season(s) does it work for?

Spring, fall and winter. I don’t love wearing this dress in super hot weather.

Does it have pockets?

Yes! And they’re huge!

How good of quality is the dress?

This dress is really good quality and is a really interesting design. 

Is it machine-washable?

Yes! 

XCVI is a brand that prides itself on being “fashion you can live in.” I am a huge fan of their leggings for traveling and also like this particular dress for the right travel adventure because it is comfortable, has such deep pockets and hides the dirt well! I think it would be great to wear for a safari type vacation or any sort of outdoorsy trip. (I also wrote an extensive review of XCVI clothing – you can click here to read it.)

Milumia – Boho Split Tie-Waist Maxi Dress

What I Wore to the Pyramids of Giza

Is it wrinkle-resistant?

No. This dress will need to be ironed. 

Is it versatile?

Yes! I’ve worn this dress from Milumia for everything from running errands to riding camels in Egypt and also for nights out at nicer restaurants. 

It is comfortable (breathable)?

Yes, it’s very comfortable and breathable. It’s a very lightweight material.

Which season(s) does it work for?

Summer and spring and fall. This dress is great for hot weather but works in cooler weather when paired with a jacket, scarf and boots. 

Does it have pockets?

Yes!

How good of quality is it?

It’s OK quality. I’ve worn and washed this dress around a dozen times now and some threading is coming undone (easy enough fix). But I don’t foresee this dress lasting as long as the other ones listed in this post. 

Is it machine-washable?

Yep!

Visiting the Pyramids of Giza – 10 Tips to Know Before You Go
This dress works for camel riding too!

Milumia is a fast-fashion clothing company that makes boho dresses for very affordable prices. You’ll find them on websites such as Shein or Amazon. I like these dresses for traveling in warmer climates as they are super comfortable and affordable. I actually own a total of three of these short-sleeved Milumia maxi dresses, just in different prints. I had purchased them all for my trip to Egypt last year

  • Click here to shop to shop the boho split tie-waist maxi dress by Milumia. 

Milumia – Button-Up Split Floral Print Maxi Dress

Most Versatile Maxi Dress

I also wanted to include this dress by Milumia because I get SO much use out of it. I’ve had it for years and have worn it from adventures in Argentina, Turkey, Egypt, Russia and more. All of the points are the same for this Milumia dress as the one above (so, I’m not going to repeat them), except that this dress seems to be far better quality. I’ve had it for around 4 years now and still looks like new. It also does NOT have pockets, unfortunately.  

  • Click here to shop this button-up split floral print maxi dress by Milumia.

Just a note for regular readers too – I know there are some travel dresses that I have been praising for years in my posts, but they aren’t featured on this list. That is because, unfortunately, they are no longer available. I’m only linking to dresses in this post that are fully stocked. If they do get restocked – I’ll be sure to add them to this post! I’ll also be adding more amazing travel dresses to this list as I come across them.

What are some of your favorite dresses for traveling? Let me know in the comments!

*Some of the dresses in this post were gifted to me for past collaborations. However, this blog post is NOT sponsored by any company. I wrote it because I wanted to share my favorite travel dresses with fellow explorers… and there really seems to be a lack of posts like this on Google that actually show the dresses in action! 

The Best Travel Dresses for Every Season by a Frequent Traveler

The Best Travel Dresses for Every Season by a Frequent Traveler

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I appreciate each & every share. Thank you!

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