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1. High-waisted shorts for a cool, effortless vibe made exponentially better by the following feature: pockets. Someone contact Alanis Morissette and let her know we've got her ideal summer staple.
2. An essential cropped tank that has most likely been blessed by a fairy godmother. Why? This takes your basic cami and goes *poof.* An instantly chic upgrade is yours for the taking due to this high-neck silhouette.
3. A V-neck maxi dress for an easy, breezy, ~doesn't require pants~ outfit you'll want to slip on, no matter your destination. This is comfy enough to lounge in and stylish enough to picnic in. Cue Hannah Montana because 'tis the best of both worlds.
4. A pair of classic high-rise Align leggings loved by — and I'm not exaggerating here — almost everyone who has ever slid them on. Ridiculously soft, sweat-wicking and breathable, *and* this improved version comes with my personal saving grace: pockets.
5. Mid-rise shorts made from a lightweight, ultra stretchy denim that won't feel restrictive throughout long days sightseeing (cc: humid days spent traipsing around theme parks in Orlando, Florida).
6. A seamless set featuring a ribbed knit material best described as divine. Reviewers swear that the high-waisted leggings are squat-proof but "don't feel suffocating," which I'm pretty sure is allllll the proof we need that sorcery exists.
7. A drawstring romper with all the comfort of the pajama set you've been wearing to bed since 1893, but it's not fuzzy fleece rubber duck pajamas and ergo a *lot* more chic.
8. A V-neck tee purposely designed with looser sleeves so you can banish this question forever from your lips: do I have pit stains?
9. A two-piece set for early mornings when the only effort you'd like to muster up before you get on the road is reserved for caffeine making and caffeine making only. This 'fit is easy peasy.
10. High-waisted leggings, aka the bread and butter of any travel wardrobe. These provide awesome compression, come in a variety of fab solids and prints, *plus* have over 31,000 positive reviews.
11. Baggy overalls (with pockets!) for anyone who detests having to scrounge up a matching top and bottom from their suitcase, plus wants to look peak Instagramworthy in their loungewear — all you'll have to do is slip this on over a bralette *or* a sleeved tee and you're adventure-ready.
12. A longline padded tank that reaps the versatility of a tank with the sweet, sweet support of underwire thanks to a body-hugging fit. TL;DR: going braless will have never felt so secure.
13. A T-shirt mini dress I like to consider a summer-approved, more stylish version of the crewneck tee you typically pair with high-waisted denim. Throw it on and drive for hours in style.
14. Compression shorts available in three lengths, with even the ~shortest~ version ensuring that your assets won't be on full display with every step you take. Throw in the fact that these have pockets and voila, travel dressing just got a whole lot easier.
15. A spaghetti strap sundress because in the year(s) that won't be named (*ahem* literally the past two years), the impossible has happened: we've gotten sick of leggings. This simple number provides all the comfort from our once beloved staple but looks far more put-together — great for days when your trip takes you somewhere a bit more fancy-schmancy.
16. An oversized graphic tee faintly calling out for — do you hear it? — your favorite high-waisted denim. Perk up your ears, folks, because the heart wants what it wants and *this* top demands to be worn exclusively with chunky sneakers.
17. A plaid shirt that's just inspired me to scour Airbnb for a staycation in the middle of nowhere. I can picture it already: surrounded by nature, drinking coffee in a semi-modern cabin with floor-to-ceiling windows.. all while wearing this top.
18. A two-piece seamless activewear set making me want to go for a hike in the great outdoors — and I hate the great outdoors. This comfy 'fit is athleisure perfection: Throw it on with a denim jacket if your trip takes you somewhere a bit chilly, with a cardigan to snuggle up on the road, and wear as/is for that 20-minute kickboxing video you *promise* you'll get to today in your Airbnb.
19. A T-shirt dress equipped with both a tie-waist and pockets, the latter of which are the sole requirement I'm looking for in an article of clothing. This is comfy enough to sit in all day — and cute enough for pit stop lunches, too.
20. A swing dress that's destined to be on constant rotation during your trip (the poor thing will never get a break). The jersey knit material is super lightweight and the design itself isn't clingy, aka this will really pull through on days where "I'm dripping sweat" doesn't even begin to cover it.
21. A knit set ideal for long road trips in which, wow, there's a lot of driving. This chic duo is cute *and* comfortable enough to say the following phrase in: are we there yet?
22. A tank maxi dress that is, without a doubt, the perfect basic piece of road trip clothing. Get ready to wear this lovely piece of jersey knit all 👏 the 👏 damn 👏 time 👏.
23. A sleeveless swing mini that is mega versatile, so it works just as well for a day when your travels take you to a high-end restaurant as it does for a day when you end up traipsing through a national forest.
24. A pocketed jersey T-shirt dress purposely designed with a longer hemline, which means your undergarments won't be on the brink of exposure with every sudden gust of wind while you're posing for your vacay pics.
25. A three-piece outfit equipped with a seamless sports bra, high-waisted leggings, and mid-thigh biker shorts; this is essentially the crème de la crème of transitional clothing. Wear the leggings at night or when it's slightly chilly during the day, the shorts when unbearable humidity has got you sweating profusely. Nothing is better for your road trip suitcase than an outfit with so many ~options~.
26. An off-shoulder jumpsuit made from a breathable, lightweight fabric that won't cling to your upper thighs the second the temps rise up. Annnd a drawstring waist for an hourglass silhouette is the cherry on top of a perfect comfy on-the-road wardrobe sundae.
27. A smocked top that strikes me as the kind of piece I'll be wearing to a point that extends beyond "outfit repeating." Kate Sanders, what would you think of me?
28. Drawstring shorts for a chic upgrade to your pajama bottoms. The high-rise elastic waistband ensures a comfy fit, plus large pockets mean you won't have to carry your cell around in your hand as you go off to photograph the World's Largest Ball of Twine.
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