The Vacation Dresses I'm Eyeing for Summer 2023

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(Image credit: @emmaleger; Pictured: Louisa Ballou dress; Staud handbag)

Let's be honest—one of the best parts of going on a vacation is planning the looks you're going to wear before you go. For me, vacation time means one thing: amazing dresses. 

I always say a vacation is your opportunity to experiment with your style and try things you wouldn't normally wear in your day-to-day life. Want to try a bold color you typically shy away from or maybe embrace a pattern that's a little more on the wild side? I love to take a chance with my vacation dresses, but basic maxis and cover-ups are always in my suitcase too. 

While I was shopping for some great new dresses to bring on my next vacation, these 31 picks, from fun minidresses to classic maxi- and midi-length options, stood out to me. Whether you're traveling somewhere locally or packing up your passport for an adventure, a chic dress is an absolute must.

Keep scrolling to see the 31 dresses that I'd love to wear. 

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Assistant Editor

Originally from Chicago, Illinois, Grace has always been a lover of all things fashion and beauty. Upon receiving her first degree in visual communications from FIDM in Los Angeles, she moved to New York City and continued her education at LIM College, majoring in fashion media with a minor in society and culture. Grace has worked for PhotoBook magazine, Insider, and Harper's Bazaar. As a writer, Grace has had pieces published covering topics including racial justice, fashion, politics, and current events. During her free time, she loves wine tasting, creating content for her social media, spending time with friends, traveling to new places, and Pilates, and has a love for reality television, especially The Real Housewives. Grace is the person in your friend group everyone goes to for recommendations for the best place to grab drinks in NYC on a Friday night or the best hotels and restaurants to try when traveling to a new city. While fashion is her main love, she loves all things wellness and lifestyle as well. Her ideal sunday is brunching with friends then walking around furniture shopping and listening to a podcast. As the assistant shopping editor at Who What Wear, Grace loves finding the best buys out there for the WWW readers.