33 Stunning Dresses That Want to Go on Vacation With You

33 Stunning Dresses That Want to Go on Vacation With You

Pictured: Paloma Wool dress

When I take a summer vacation, my Away suitcase is about 90% dresses. Daytime dresses, beach dresses, dresses for dinners out, travel-day dresses… You name it. Dresses take up minimal room and are particularly photogenic, and you don’t have to spend a lot of money to get a great one, which I’m happy to prove. 

Similar to, say, a wedding guest dress or a work dress, you probably know a vacation dress when you see one. Think breezy, tropical, colorful, and fun. It should also be comfortable because no one wants to be anything but that on vacation. I looked through the offerings of some of my favorite brands for pieces to accompany you on your upcoming vacation (or staycation!). All you need is a pair of sneakers, sandals, or heels if you’re feeling fancy and a tropic drink, of course. Scroll on for the 33 vacation-worthy dresses you simply must see.

It doesn’t get much prettier than wallpaper print.

I insist you see the back of this dress. 

This dress is a vacation.

There’s nothing not to love about this little crochet number.

Love a button-down ruched moment.


I think about this dress often.

The wow factor is off the charts.

I highly recommend ordering this before it sells out.

A Who What Wear editor favorite.

Just imagine how pretty this will look on Instagram.

Miami, here you come.

This also has detachable shoulder straps and comes in five different colors.

She’s comfortable and cute.

Such a good choice for so many different occasions.

This sarong-inspired option can easily be dressed up or down.

Faithfull the Brand is one of my vacation-dress favorites.

I found the perfect daytime dress.

Just take a look at that back.

Misa dresses make excellent vacation dresses—take note.

My new favorite way to wear a bandana.

Just everything about this.

Just add white sneakers for sightseeing days.

Such an It color.

For that big dinner reservation you made a month in advance.

I can’t get enough of this color.

All I can say is that I’m obsessed with this.

Nothing says summer vacation like gingham.

If you snag this under-$100 beauty, consider yourself smart.

Consider this a Nordstrom Anniversary Sale success.

Ask me for the perfect white minidress, and I’ll name this one.

Wear this straight from the beach to the bar.

Réalisation dresses are a fashion-girl vacation staple.

Next up, 38 Under-$200 Rich Dresses That Leave No Questions.

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