I Have 5 Vacations This Summer and Already Planned My Outfits—Here's a Preview

And just like that, we're back to jet setting. After slowly easing my way back into the travel sphere over time, I'm fully on the go again. I strongly believe in manifesting and had been picturing a summer filled with packed flights and it's finally come into fruition. I've already hit up Tulum and Miami, and I'm headed back to Miami, Los Angeles, London, Italy, and Portugal in the next two months. So it's safe to say that you can count on me if you want to know how to plan outfits for your trips. I've taken the job so seriously, that I have begun to make PowerPoints with all of my outfits so I don't forget a thing when I'm on the go.

The best place to look for outfit inspiration, personally, has always been my Instagram feed. My favorite creators have been sporting looks that are far too good to keep to myself. Scroll on to find the eight standout outfits I know I'll for sure be copying during my trips. You're going to want to add these to your Pinterest board, so enjoy!

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(Image credit: @alyssainthecity)

Now, this is the effortless vibe that I'm going for. Next time I end up at a beach, I'm going to pair my bikini with an oversize "dad" shirt that looks just like this one. 

Shop the look:

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(Image credit: @amaka.hamelijnck)

The second I saw this dress, I stopped scrolling. Something about a crochet mini just screams vacation. My suitcase requires a dress like this.

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(Image credit: @shhtephs)

The sporty girls are going to love this one. A Y2K tank looks even better when paired with a good cargo. Topping it off with thong platform sandals just makes sense.

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(Image credit: @lefevrediary)

If you know me, you know I won't go out in a bikini without styling it up. Scarves, coverups, sunglasses, and jewelry make your favorite bikini way more fun. When you can only bring a few items on your trip, load up on accessories so you can rewear your favorite bikini many times.

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(Image credit: @annarvitiello)

My mom was recently packing for a trip and said she was feeling tired over her collection of cover-ups. I told her to try packing a pair of white pants to wear with bikinis and she'll feel like she has a brand-new look. You should do the same.

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(Image credit: @champagnemani)

Every trip has to include a night out, and mine requires a minidress like this one. I love the fun Y2K-inspired accessories that really complete the look.

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(Image credit: @kitkeenan)

Vineyard trip? Yes, please! This look is the perfect coastal grandaughter ensemble. Pretty florals, a classic tee, and a headband.

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(Image credit: @emmaleger)

Who knew a white tank and jeans could look so chic? Picking one with a good logo is the first step to perfecting this look. You'll be able to explore the city for days when you wear this.

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Associate Editor

Sierra Mayhew was always destined to work in fashion, but she didn't know it at first. Growing up with no choice but to wear a rotation of school uniforms and activewear, her love for fashion really blossomed when she moved away for college and was able to finally define her very own personal style. Shortly thereafter, she interned at Elle magazine and instantly knew that editorial was for her. After graduating from the University of Notre Dame, she worked for ShopBazaar, contributing regularly to Bazaar.com, and finally made her way to Who What Wear, where she is an associate editor. When she’s not working, you can catch her always trying to catch a flight, rollerblading through New York City traffic, or exploring the latest luxury vintage boutique.