5 Dresses you NEED for your next vacation

Kelsey Dziedzic
07.04.26 03:13 PM - Comment(s)

Let's be honest, packing is the worst part of any trip.
​I've styled five cute vacation outfits that are ready to throw in your bag.

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This navy tiered maxi is honestly one of those dresses you'll reach for on every single trip. It's comfortable enough for a long travel day but put-together enough to walk straight into dinner without changing. Tiered maxi dresses are basically wrinkle-proof. Stuff it in your bag and shake it out when you arrive.


The woven crossbody and wedges keep are so beachy, and those little floral earrings? Such a cute detail that pulls the whole thing together. I was so happy I was able to find a matching bracelet. This is the "I look like I tried but I really didn't" outfit, and we are here for it.


Okay, the embroidered clutch on this one is everything. I saw it and knew I had to build an outfit around it. I love the multiple colors (can work with many outfits), and how it can easily dress up a look for dinner.


The olive knotted midi dress is super flattering with the side tie, and the plain color makes it super versatile. Swap the accessories, and you have a whole different look. Also, I love me a good side slit. It gives it just enough movement to feel a little flirty.


The black wedges are comfy enough to actually walk in. Gold hoops, and you're done. Seriously, done.


My tip: When I travel, I usually bring a nude pair and black pair of shoes. These usually cover every outfit.

I'm obsessed with the eyelet hem on this dress. It feels very romantic, and the dress is just easy to "pull on." I love that dresses take little effort but actually make it look like you tried. The fabric on this one is breathable in the heat and airy enough for humid destinations. 


Since the dress was one color, I wanted to bring in some personality with the accessories. I love this pink bow purse. It's so girly and this ballerina pink color is one of my faves. 


The necklace allows you to choose which charms you want and how to organize them. You can reconfigure for different outfits. I loved the colors in the wedges as they would work with a lot of outfits. They would also match the two outfits above. 

I had to add in some pattern, and this floral dress is bold and gorgeous. Prints also hide wrinkles really well. The colors make it stand out, yet the spaghetti straps keeps it from feeling too fussy.


You could rock this dress in the daytime with some flip flops, or you could dress it up for some drinks with the gold accessories.  


The hot pink clutch is a perfect match, and the dainty heart necklace doesn't overshadow the print of the dress. And clearly I love accessories with bows. Add these gold bow heels to really dress it up. 

This last dress is another great option for dressing up or dressing down. You could explore all day if you swap the heels with some white sneakers. But the real MVP here is the white wide-brim hat as it protects you from the sun while looking super cute.


The white bow heels are elegant without being impractical, and the baroque pearl bracelet is the quiet little finishing touch that makes the whole look feel intentional.

Five dresses, five complete looks, zero stress. 

The whole point is to spend less time worrying about what to wear and more time actually enjoying where you are.

Kelsey Dziedzic