I Miss Traveling, so I'm Stalking Old Celebrity Vacation Outfits to Get My Fix

It’s not hyperbolic to say that the world and the past year and a half at large have felt cumbersome as we’ve continued to grapple with a global pandemic. In the wake of this moment, one could wonder how fashion is even relevant. I’d say that fashion is, in its purest form, escapism. Something as small as the Hot Girl Summer style aesthetic or cruising the internet for revenge shopping picks can give us a sense of sanity or a pinch of joy in this time of mass uncertainty. And while there’s no telling when or if things will ever return to “normal,” the vaccination rollout has been a glimmer of hope that one day we will hop on a plane again. 

Until then, I’ve taken the liberty of rounding up the 42 best celebrity vacation outfits by destination type to get you dreaming. You may not be able to get on a plane heading to the other side of the world just yet, but seeing Normani on a yacht or planning your signature travel pieces in anticipation is a great way to get your wanderlust fix (for now).

Whether it’s in your backyard, down the street, or a plane ride away, the destination that always keeps us cool (and serves as a fashion show for our favorite celebrities) is by the pool. The best thing about this destination is that you don’t always have to trek too far, but you do need to take some styling notes to feel like you’re serving those “vacation looks.” Don’t worry; we’ve got you covered.

Celebrity vacation outfits



In order to take your poolside look to the next level, take note from celebrities like Jordyn Woods, and opt for a matching moment.

Don’t forget to buy the matching Astro Bottoms ($42), Midsummer Bucket Hat ($20), and Aglow Skirt ($40) for this suit.

Achieve the matchy-matchy vibe by wearing a basic go-to swimsuit with this oversize top and the matching Butterfly Energy Bucket Hat ($28).

Celebrity vacation outfits



You don’t have to buy a new swimsuit to feel like you’re somewhere brand new. Look to Kali Uchis for inspiration, and pair your signature one-piece with a belly chain or chain belt and some heels to spice things up.

You’ll wear this belt for years to come.

This belly chain set will satisfy all the style variety cravings you have.

Tracee Ellis Ross is always ahead of the trend game, and she proves that with this retro-floral bikini. Dipping your toes into this swimwear trend is never a bad idea.

Pair it with the matching Casablanca Bottoms ($50).

Shop more pieces fit for lounging by the pool:
Steve Madden Martine Blue

These are the perfect pool slides.

Allow us to introduce the chicest cover-up situation you’ve ever seen.

Maybe it’s the rise of cottagecore, or perhaps it’s the fact that so many people moved out of cities when the pandemic began, but the idea of posting up somewhere on a ranch is ideal. Take your look to the next level by packing prairie-inspired pieces (like Phoebe Bridgers's) and leather separates (like Cardi B's).

Nail the rancher vibe by re-creating Sabrina Carpenter’s look and pairing a denim skirt with a denim corset.

Not only is this denim bustier cute, but it’s affordable too.

The cutout detail on this denim miniskirt is everything.

Celebrity vacation outfits


Photo by Rune Hellestad, Corbis/Corbis via Getty Images

Solange may not be on a ranch in this photo, but long before we were shuffling out into the countryside, she was serving the recipe for creating a chic cowgirl look. Don’t be afraid to pair some of your classic wardrobe pieces with a cowboy hat for a look as unique as a needle in a haystack.

Trust us when we say you won’t want to take this hat off.

If you prefer a more affordable cowboy hat, this one is a perfect fit.

Who would have thought that Kim K traveling to Wyoming would result in some of her chicest travel looks? These leather fringe pants and the halter top make us want to say, “Yeehaw!”

If you’re not trying to bust out some leather pants, why even go to a ranch?

A cow-print corset for a ranch trip? Perfection.

A good pair of denim shorts is a must-pack for a trip to the mountains.

Maybe it’s the craving for salty air or the crisp shade that can only be found under a palm tree, but either way, I’ve been dreaming of the tropics, and the looks from celebrities aren’t squashing this fantasy. I want to be where the people are serving the ’fits (aka the tropics).

Celebrity vacation outfits



There’s nothing dreamier than replicating this fun cutout ensemble by Dua Lipa for those warm tropical nights. Layer on the fun jewelry to nail the aesthetic.

These fun rings can be worn every day.

Celebrity vacation outfits



Only Megan Thee Stallion could serve up the best tropical look for a day by the water. Take a cue from the Hot Girl Summer hero, and channel some Y2K vibes by the beach.

This sarong will go well with the swimsuit you already own. 

Transparent shades are set to be one of the biggest sunglasses trends of the season.

Celebrity vacation outfits



When I think of a proper vacation ’fit, the first brand that always comes to mind is Cult Gaia. Clearly, I’m not the only one. Hailey Bieber’s look is proof that no vacation is complete without a few cult-status pieces to post on the ’gram.

Honestly, I dream of this dress.

A palm-tree beaded bag? It's obviously ideal for a tropical trip.

Shop more pieces for the tropics:
Oceanus Melodie Co-Ord Peach

Is it just us, or does this set scream “take me to the tropics”? 

When I think of traveling to a tropical resort, this is the first look that comes to mind as a must-pack. 

Okay, yes, the idea of the heat in the desert can be daunting, but with more and more celebrities escaping to Arizona and Utah, the idea of staying in an Airbnb for a bit is enticing, right? Just take a cue from the celebs, and opt for neutral tones, cutouts, and tie-dye pieces for the perfect dry-heat-climate look.

Maybe it’s just the fact that I’m obsessed with punk celebrity couples ATM, but this cute little desert baecation with Kourtney Kardashian and Travis Barker has me all in my feelings.

Don’t forget to pair this bikini top with the matching Shimmer Lennox Bikini Bottom ($88).

Packing scarves and hats is a must when heading to the desert. 

Celebrity vacation outfits



The key to staying cool in the desert is all about opting for light fabrics and light colors. Take a cue from Demi Lovato and bust out the white pieces—you won’t regret it.

You can wear this top anywhere all summer long.

These breezy linen pants will keep you cool.

Celebrity vacation outfits



If this look from Kylie Jenner doesn’t make you want to hustle to a desert nearby, I don’t know what will. If you do choose to go, just be sure to pack a statement dress.

Did this dress just make you feel that desert sun? Us too, fam. Us too.

A statement bag is a must for any destination.

Shop more pieces fit for a desert trip:
Alamour the Label Damia Dress

Something about the idea of this dress against the backdrop of the sand is making me feel things.

This dress not only is chic but also will keep you cool.

Maybe it’s a bit too aspirational to dream of sunbathing in a bikini on a yacht in the South of France, but I can’t help myself. Ever since Beyoncé posted a photo in Italy and Megan Thee Stallion’s too-hot-to-handle boat selfies, I’ve found myself asking friends if they know anyone with a boat.

Celebrity vacation outfits



Leave it to Normani to eat us up with this outfit. The Dior swimsuit with a matching bag? Too much.

A swimsuit fit for a yacht.

Can’t swing a full designer look? Try pairing your suit with this bucket hat to give off the same luxe vibes.

Celebrity vacation outfits



A minimalist matching look like Shay Mitchell’s allows the grandeur of being on a boat to be the focus.

Found: the perfect white swimsuit to wear all summer long.

A good pair of sneakers is essential to climb aboard. 

As usual, Lizzo does the work of serving us the looks we didn’t know we needed. Whether you’re on a small boat or just looking out on all the ships on the water, this is a look you can definitely re-create.

Finding the perfect sunglasses is half the battle.

Opting for a bold swimsuit is one way to ensure you look good as hell. (Just don’t forget to buy the matching Retro Summer Double Open Bandeau Top, $70.)

I can envision Megan Thee Stallion wearing this swimsuit right now.

If you’re getting on a boat so you can go scuba diving, then this is the suit to pack

If you need a change of scenery, booking a staycation at a local hotel is the perfect move. Rule of thumb for re-creating celebs’ chic staycation looks: Dress like you’re heading to a gala, even if you never leave the premises.

Celebrity vacation outfits



Go as extra as Saweetie with your look, or opt for a cozy dress like Rosalía’s. At the end of the day, it’s all about embracing your most luxe self (whatever that looks like).

Imagine lounging in your hotel room in this bralette.

Celebrity vacation outfits



Who said you can’t dress up for room service? Go for it like Madelaine Petsch did, and embrace a bold outfit in bed with room service.

A little black dress is never a bad idea. 

A pretty necklace is a must-pack for any trip. 

Celebrity vacation outfits



We can’t be Zendaya, but we can try to dress like her. Just opt for a bold dress for dinner at the hotel restaurant, and she’ll be there (in spirit).

You don’t have to wait for a formal invitation to wear beautiful clothes.

These give a whole new meaning to disco heels.

Shop more pieces fit for a staycation:
Victoria's Secret Satin Slip Dress

Embrace your bougiest self and lounge about in a slinky slip dress.

Found: the perfect lounge robe. Now all that’s left to do is book the hotel.

You’ve made it to the end of our trip, so it’s clear that this story is all about thinking optimistically. And frankly, we couldn’t be more excited—not just about the prospect of the world slowly getting better but also about the trend that dominated F/W 21 runways: ski-inspired attire. From logo-adorned designer puff coats donned by everyone from Tinashe to Kylie to swimsuits being worn in the snow (Kourtney, we’re looking at you), there’s so much to look forward to. A world of far-off destinations and dreamy travel ’fits awaits.

Only the Kardashian crew could make me want to wear a swimsuit in the snow, but I guess it’s the perfect transitional look.

Your feet will be warm in these boots, without a doubt.

An après-ski hot tub party is the place to be.

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