16 Best Vacation Dresses 2023

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Put one on and "you’ll instantly find yourself in summer-vacation mode," says Ree.

So you're about to go on vacation―hooray! Whether it's a family beach vacation or a romantic trip for two, you're going to have so much fun soaking up the sun and relaxing any way you want. You grab your go-to comfy travel outfits for the trek, but the big question is: What are you going to pack and wear when you get there? Our advice? Pack some really cute summer dresses that you can just throw on to look effortlessly cool. Ree Drummond agrees! "I try to pack light and only take things I love," she explains, like this adorable tropical print she wore to Mexico. "Colorful, flowy maxi dresses are magical: You can wear them from the pool or beach straight to dinner or a party." And she's so right about that! That's why we’ve rounded up the best vacation dresses available right now that are easy, breezy, and oh so versatile. Included are cute floral dresses, plus dresses in tropical prints that feel so beachy, abstract prints to keep things interesting, and of course, a few classic stripes. While most of our picks are maxi-length sundresses, there are some very on-trend midi dresses, too. You’ll also find several smocked dresses for ultimate warm-weather comfort, as well as dresses with flattering flutter sleeves and easy elastic waists. And the great thing about all of these options is that you’ll be able to wear them when you get home, too. "Choose one of these pretty picks and you’ll instantly find yourself in summer-vacation mode," recommends Ree. Sounds like a plan to us! Now get ready to dress for vacation.

Our favorite part of this dress is the tie waist. You can cinch it for a fitted look or wear it loose for a more flowy style. The tropical print is perfect, too, but if you want something else, check out the other 10+ options.

This palm leaf print dress will have you feeling like you're in paradise... especially since it's only $20! We love the flattering halter neckline and cute bow that cinches at the waist.

Wrap dresses are always so flattering and feminine. Add in flowy flutter sleeves and you've got yourself an even bigger winner! There are over 30 pretty prints and solid colors to choose from, too.

Even though we love prints, sometimes you just need a little tie dye in your life. And vacation is the time to do it! This casual cotton blend maxi has pockets, and it comes in dozens of pattern and color options.

If you haven't purchased The Somerset dress yet, we think now is the time! It is the most reviewed dress from Anthropologie ever, and this new print is one of the best there is. It comes in petite and plus sizes, too!

With a trendy square neckline and midi hem, this dress will have you looking perfectly in style while vacationing. And while we adore the floral print, our favorite part is the subtle dot texture on the fabric.

Soft jersey fabric, a flattering tiered skirt, and a perfectly seasonal print―this dress has all the makings of a vacation dress, for sure. Check out the six other color options, too! They are all totally different and totally fun.

Long live the comfy kimono-inspired dress! It offers a loose fit where you want it but stays flattering thanks to the cinching at the waist. We love the flowy ocean feel of this pastel print, but there are over 30 other options to choose from if you want something else.

Feel like you're in Hawaii whether you are or not with this tropical print pick. The adjustable tie waist keeps it comfortable and the wrap style will look flattering on anyone.

This abstract print is reminiscent of beachy waves without being too on-the-nose. We love the drapy look that's equal parts casual and dressy at the same time. It would look just as good with a pair of flip-flops as it would with strappy heels!

Red, white, and blue stripes are perfect for all those summer holidays, even if you're not in the good ol' USA. The comfy T-shirt look is a classic that you can wear anywhere, too.

This vintage-inspired cutie is equal parts retro and modern, and the linen blend fabric is just perfect for warm weather. It's available in regular and tall sizes, too, depending on where you want the hem to hit.

This tie-front silhouette is not only super flattering but also perfect for a day on the beach. We love that the colors are fall-friendly, too. Just pop on a sweater and some boots!

No list of summery dresses would be complete without the super popular Nap Dress. The smocked bodice will feel ultra comfortable while the fluttery sleeves give it such style. And that classic blue and white stripe pattern? Why, it has all the nautical vibes!

You don't necessarily need a print to feel that vacation vibe. A bright color like this stunning pink will do the trick! The relaxed fit and super flowy fabric will keep you comfortable and confident in the heat, too.

If super vibrant colors aren't your vibe, look pretty in pastels! This tiered halter dress has a loose but flattering fit and hits right above the ankle―on anyone! It comes in petite, regular, and tall sizes.

AnnMarie Mattila is the Commerce Editor for The Pioneer Woman, covering products ranging from home, fashion, beauty, and more.

Belle Bakst is a fashion market assistant for BAZAAR. When she's not in the office you can find her at Bergdorf Goodman, or thrifting in Chelsea. She can virtually always be seen with a coffee in hand. Follow her on instagram @littlefashionstylist.

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