Unless otherwise specified, all sizes in this post are listed in women's.
1. A plain white Madewell tee you can wear again and again and again because there's really no wrong way to pair it. Like seriously, I'd like to see an outfit it doesn't make sense with??
Promising review: "I've been searching for a white tee that is super comfy, not see-through, and almost has a "worn before" feel (like it sits like a super comfy old t-shirt you've washed 100x's). This hit all of my expectations." —KT
Get it from Amazon for $18.50 (available in sizes XXS–XXL and in 15 colors).
2. A pair of Levi's Ribcage jeans that go where no low-rise jean has ever gone before — up, up, up past your bellybutton.
Promising review: "Bought these for both my daughter and me, and they look great on both of us!!! They’re extremely comfortable and they stretch just enough. The quality is exactly what you expect from Levi’s. We purchased three pairs in total and plan on purchasing more in other colors." —Lulu Herrera
Get them from Amazon for $31.80+ (available in sizes 22–32 Standard and 36–44 Plus and in 20 washes).
FYI, if you have Amazon Prime Wardrobe you can give these a spin before you buy them!
3. Or a pair of pull-on skinny jeans if you're someone who doesn't like leaving the house in something that could be considered loungewear but you do want to *feel* like you're wearing loungewear nonetheless.
Promising review: "OK, I'm not going to lie. I was skeptical about these pants. I hate buying clothes online without trying them on first, but the reviews here said that they run true to size, so I trusted them. I am SO GLAD that I did. These pants are everything I ever wanted. Make my butt look cute? Check. No nasty zipper to dig into my gut? Check. Perfect length for any season? Check. I can wear these with a cute blouse as a teacher, and still look professional, while still being comfortable. I feel comfortable wearing these basically any time, and I think that if you're lacking a pair of them and thinking about it, you should go get a pair. They're AMAZING." —AlySedai
Get them from Amazon for $17.92+ (available in sizes 2–28, in three lengths, and 17 washes).
FYI, if you have Amazon Prime, you can give these a spin before you buy them!
4. A padded tank that 1) looks incredibly cute and 2) eliminates the need for a bra.
Promising review: "I was so skeptical of buying these, as I’m not a crop top kind of gal and don’t trust built in bras! These shirts are magic. I bought two colors. I wore one to a theme park and it held me in and kept me comfy ALL DAY. I can’t recommend these enough for traveling, lounging, and everyday wear." —Nikki
Get it from Amazon for $21.99 (available in sizes S–XXL and 22 colors).
5. Or, if you want to support a small biz, a long sleeve brami — AKA a two-in-one bra top — so you can still ditch your usual underwire but still get alllll the support you need.
Klassy Network is a woman-founded small biz from Natalie Rogers. Each of the brand's brami tops is designed with removable padding and you can even buy extras if you need/want!
Check it out on TikTok here!
Promising review: "I am in love with this shirt!! I got it in every color 😂🥰. So so soft and comfy. Fits less tight than other shirts from them and is perfect for fall! I got a medium. I’m 5’1” 150 with small chest. Fit perfectly!" —Maggie M.
Get it from Klassy Network for $45 (available in women's sizes XXS–3XL and in three colors).
6. Some budget-friendly high-waisted leggings if you've sworn off jeans and any other bottoms without at least 5% spandex.
Promising review: "If you’re on the fence about buying these leggings, DO IT. I bought a black pair (plus size) to see how they’d fit and let me tell you! I have wide hips, big thighs, and a large behind, and these leggings fit perfectly! Even better, THEY ARE NOT SEE-THROUGH when I bend over!! I’ve *never* found leggings that weren’t sheer when I bent over before! I bought eight more in different colors and they all are the same quality! I love them so much that over a year later I bought two more black pairs!! I recommend these leggings to everyone I hear talking about the difficulties of finding good leggings. I swear I wear these to work three times a week, at least. I love them!!" —hali howard
Get them from Amazon for $11.99+ (available in standard and plus size, three lengths, and 30 colors/patterns).
7. A pair of Adidas Cloudfoam sneakers because the eighth layer of hell — the one Dante totally forgot to mention — is getting an excruciating blister on day one of your vacation and then having to either cancel all your walking-intensive excursions or suck it up and hobble through them.
Promising review: "I love these so much that I wore out my first pair and bought a second pair. These are super comfortable. They are lightweight, supportive, and stylish. I use them for walking, but I do jog in them some as well. I highly recommend these shoes!" —GGLUVBUG
Get them from Amazon for $21+ (available in sizes 5–12 and in 10 colors).
FYI, if you have Amazon Prime, you can give these a spin before you buy them!
8. A two-piece lounge set you're certain to feel comfy and pulled together in because getting up at the crack of dawn for a 5 a.m. flight is *not* your forte but it did save you a pretty penny.
Promising review: "I highly recommend this wonderful outfit. I ordered two sets but now that I've received them, I'm gonna have to order more colors. I can't get over how super cozy and warm they are." —Betibu
Get it from Amazon for $58.99+ (available in sizes S–XL and in 13 colors and patterns).
FYI, if you have Amazon Prime, you can give this a spin before you buy it!
9. A lightweight silky satin midi skirt with a silhouette that says "chic" and an elastic waistband that says "I'll give your most comfortable sweats a go."
Promising review: "This is a great skirt to have in your closet, versatile enough to dress it up or down depending on the occasion. I also like how lightweight these skirts are for travel and again you can get multiple uses out of them depending on the top and shoes you pair them with." —mml79
Get it from Amazon for $49.40 (available in sizes XXS—5X and in 24 colors/ patterns).
FYI, if you have Amazon Prime, you can give this a spin before you buy it!
10. A classic London Fog trench you can throw on over anything and immediately look like an incognito celeb — especially if you throw sunglasses into the mix.
Promising review: "This trench coat is well constructed and very high quality. It looks great over formal attire but can also elevate a casual look. It has a slightly loose fit, as expected with this style, but can be cinched with the belt. It’s lightweight, making it ideal for spring or fall. Just enough to cut the chill and keep you dry in the rain, but not overly warm. This is my second LF trench, the first had a plaid flannel lining which — while very soft and pretty — always made me sweat. This one is perfect!!" —Ash
Get it from Amazon for $95.88+ (available in two colors and sizes XS–3X).
11. A cozy pair of Richer Poorer recycled sweats sure to nail your two airport outfit musts: They're comfyyyyy — first and foremost — and they're perfectly presentable.
Here's more from my colleague Emma Lord:
"Before these sweatpants, I had three rotating sweatpants that each had, like, One Good Thing about them, but weren't overall great. After I got these Richer Poorer sweatpants, I straight up got rid of all the others, because this pair has it all. I'm talking ridiculously soft fabric on the inside, and — be still my millennial heart — the aforementioned POCKETS. I tend not to go outside in sweatpants, but I do occasionally have to run down to the lobby of my building to pick up deliveries, and these make me feel very ~sweatpants chic~ (and the deep pockets are truly appreciated for holding things like my phone and keys and face masks). I can tell these are going to be a favorite of mine for a loooong, long time (unless I end up getting it in other colors, in which case it might tie for my favorite with those lolol)."
Get it from Richer Poorer for $76 (available in sizes XS–XL and seven colors).
12. A Pashmina scarf ready to be fashioned into a blanket or pillow when flying; a wrap when you're cold or need something modest for visiting cultural sites like temples; or even a shield from the sun as it offers UPF 50+ protection!
Promising review: "I absolutely love this wrap!! It is the perfect weight and size for travel. It didn't leave my side on an 11 day backpack trip through Europe and was used as a scarf, blanket, towel, and wrap all throughout the trip. Fashionable enough to dress up a basic travel day outfit, warm enough to keep away a chill on a cooler night, and light enough to pack away small into a bag or tie around a purse strap. I can't say enough great things! I am buying these as gifts for everyone I know who travels." —Jenn
Get it from Amazon for $44 (available in six colors).
13. A Levi's denim jacket that I won't even waste your time explaining. You and I both KNOW there's nothing more versatile.
Promising review: "I absolutely love this jacket!!! It goes with just about everything, and is comfortable. I went up a size after reading some of the reviews, and that worked out well for me. The length of the jacket is also a nice feature, it hits right about the hip, and is not a midriff. I'm really glad I ordered this jacket, it's so cute, and I know it will last a lifetime, Levi's makes the best denim wear as far as I'm concerned." —Jo Packer
Get it from Amazon for $35.96+ (available in sizes XS–XL and 1X–3X and in 13 washes).
FYI, if you have Amazon Prime, you can give this a spin before you buy it!
14. An off-the-shoulder jumpsuit with over 35,000 5-star ratings and rave reviews from flight attendants!
Promising reviews: "This is perfect for travel. I've worn it as PJs, on a plane with a blazer, and for a nine-hour car trip. Super comfortable and goes anywhere. I'll definitely be getting more!" —My Cat Steve Judges My Purchases.
"I bought the navy blue to take on vacation after reading an article about how easy care these jumpsuits are. I loved it so much I bought the green. I take them out of my suitcase, hang them up, and they are ready to go in a few hours, no ironing needed. I get compliments every time I wear one of them." —AKSunshine
Get it from Amazon for $30.39+ (available in sizes S–3X and 32 colors/patterns).
15. A trusty pair of Reebok Club C Sneakers that 1) are hella comfy and 2) match just about everything so you have no excuse to pack multiple sets of shoes when one can do the job.
I have three pairs of these babies because they're just so comfortable straight out of the box. You don't have to worry about blisters and they don't look out of place with dresses and skirts. They're also simple enough to slip on and off when going through the airport so they check all of my travel boxes!
Promising review: "Love these shoes! I saw them in store at UO but they didn't have my size. Obviously I turned to Amazon because what doesn’t this site sell, and lo-and-behold, y’all had it. I try to pair these with almost every outfit because they’re so comfy and stylish! Recently went to Philly, where I had to walk everywhere because we didn't rent a car and these were only pair of shoes I brought (I travel light). These didn’t cramp up my feet at all as I walked over seven hours daily over the course of five days. Definitely recommend! But one thing hurts my heart...the creasing at the front of the shoe that comes with loving these shoes so much.😢" —Alli J
Get them from Amazon for $55.45+ (available in sizes 5–11 and in eight colors/patterns).
FYI, if you have Amazon Prime, you can give these a spin before you buy them!
16. A stretchy tank top jumpsuit so comfortable and stylish, you can wear it on your flight and then roll right out of the airport and through the rest of your day without a wardrobe change.
Pssst! Reviewers also say this is a great option during pregnancy because it's bump-friendly and works long after baby is born!
Promising review: "This romper is so comfy. It is the best travel outfit of all time. You can dress it up or down. Wear it out for dinner or just to get groceries. I’m buying more in other colors!" —Amazon Customer
Get it from Amazon for $35.19+ (available in sizes XS–3X and in 20 colors, prints, and styles).
17. A Lululemon scuba half-zip hoodie that will basically pay for itself when you calculate its cost per wear 🤷♀️ . Plus, the cult-fave is constructed from naturally breathable cotton-blend fleece fabric that keeps you warm without overheating which is just about the best thing ever on a long flight.
Promising reviews: "Found the perfect travel sweater! Very warm and comfortable on airplane rides." —aloha
"Stop debating...just buy it! I have this in pink and black, and it is absolutely my go-to sweatshirt. I wore it as a beach coverup on vacation; I wear it lounging with some joggers, or I love it with my higher rise leggings." —HeatherRich
Get it from Lululemon for $118 (available in sizes XS–XXL and in 14 colors).
18. A pair of handmade huaraches with all the airflow of a sandal, but also the benefit of a closed-toe design if you have any vacation activities in mind that are more intense than suntanning on the beach. (Zip lining, anyone?)
Macarena Collection is a Buena Park, California–based small biz with all sorts of Mexican-made leather sandals, embroidered Huipil shirts, and home goods.
BuzzFeeder Elizabeth Lilly has a very similar pair from the same small biz and here's what she has to say:
"I swear, these are the comfiest shoes I've ever worn straight out of the box. On my first day of wearing them, I walked about 40 city blocks with no pain, blistering, or rubbing. Zilch! I basically live in them now and, it turns out, they match with basically everything I wear. I most recently wore them on a day trip to Malacca, Malaysia. I walked all over Jonker Street in search of rice balls and baba cendol, and up a grueling hill to see the ruins of St. Paul's Church. Despite it feeling about 1000% humidity, these sandals kept my feet cool and comfy for hours and hours...like they always do!"
Promising review: "I am loving these shoes! They are high quality, super comfortable and go with anything. I bought them in both black and brown and have been wearing them daily!!!! I would recommend them to anyone. I read the reviews before I bought them and bought a half size smaller then I normally wear. They fit perfectly." —Sarah Niegocki
Get them from Macarena Collection on Etsy for $46.49 (originally $54.99; available in sizes 5–10).
19. A seriously *stunning* slip dress you can gussy up or tone down. Wear it with heels and you've got yourself an evening dress, or pair it with a leather jacket and ankle boots for an impossibly cool city slicker look.
Promising review: "Love this dress so much. It’s like wearing a satin nightgown but out in public. I pair a tank top over it and sneakers for a casual look. The slits are sexy without being overtly sexy and the material just hugs my curves with enough room to still move about." —Jordan
Get it from Amazon for $54.90+ (available in sizes XXS–5X and 25 colors).
Psst — if you have Amazon Prime Wardrobe you can try this piece out before you buy it!
20. An oversized hoodie with a built-in sleep mask that ensures some quality shut eye whether you're traveling via plane, train, or automobile (AKA Lyft or Uber...).
Promising review: "I fly a lot and am constantly trying to find a hoodie with a big hood to cover my eyes so I can catch up on some beauty sleep on the plane. Let me tell you, this is EVERYTHING I was looking for and more. It’s comfy, cozy, oversized, and the eye covers make you feel like you’re in a whole other world and not packed like a sardine on a plane. My over-ear headphone fit perfectly under it, and I got the best sleep I’ve had on a plane — EVER! Like other reviews have said, it is big, so size down if you want something a little more snug. I have been wearing it every day at home and can’t wait to get the black and blush one!" —Heather G.
Get it from Pond Los Angeles for $102.40 (originally $120; available in sizes S–L and three colors, including black and cream).
21. A simple flat that's easy to slip on and off at the airport and takes up next to no room in your bag so you can go ahead and pack that sweater that you def won't need on your Caribbean trip but... like... what if you do and then you regret not bringing it??
Those 45,000+ 5-star ratings don't lie!
Promising review: "I normally cannot wear flats because they give me terrible blisters on the back of my feet. These didn't! Bought these in nude for a city vacation with a lot of walking, but where sandals aren't necessarily worn and these were perfect! They obviously don't have the support of sneakers, but I am so happy to finally have a cheap pair of flats that don't give me blisters. I did break them in with thin socks on around my house before wearing them out and when possible, I wear them with little sock liners. Also — I was able to fold these in half like Tieks and fit them in a semi-small purse to change into to dance at a wedding! Score!" —Kate
Get it from Amazon for $17.40+ (available in sizes 5–15, including wide sizes, and 21 styles).
FYI, if you have Amazon Prime, you can give these a spin before you buy them!
22. A stylish midi tank dress with straps wide enough to hide your bra so you don't have to waste any time wriggling your way into a strapless option and then spend your whole day adjusting it in vain.
Promising review: "I was a bit skeptical about buying a bodycon dress from an unknown...but am soooo glad I did. The fit is amazing. I can dress it up or down (think New Year's Eve, or a beach party). It is really that cool and versatile... This is an all-season, all-event dress... This dress will work for a variety of body shapes. Cons: Sorry, can't think of any." —Susan R.
Get it from Amazon for $49.90+ (available in sizes XXS–5X and in 11 colors).
23. A pair of Thigh Society cooling shorts you can slip on under skirts, dresses, and anything else you'd usually chafe in. These babies don't roll, ride up, or give you dreaded swamp bum — they're basically just like a second skin.
Thigh Society is a woman-founded, size-inclusive small biz from Marnie Consky.
I recently bought two pairs of these — in black and nude — and I am simply in love. Chub rub has always been a part of my life and until now, I didn't have a great way of preventing it. I've tried various sport shorts and slathering my thighs in deodorant but those methods just weren't cutting it. These shorts are unbelievably lightweight and breathable, superrrrrr stretchy (but not in a way that bags out after extended wear), and they do. not. roll. or. fall. down. I wear them under all of my skirts and dresses (because I also have an irrational fear that everything I wear is see-through when the sun hits it) and I will definitely be buying more!
Promising review: "I bought these to wear under dresses for a trip to Europe because it was supposed to be really hot, and they worked great. They were light, stretchy, and there was no chafing. Maybe not the most moisture wicking, but they were very comfortable, and I wore them several times." —Meghan O'Leary
Get it from Thigh Society for $39 (available in sizes XS-2XL, four lengths, and in six colors).
24. A pair of high-rise tapered pants that feel *just* like your favorite sweats. My colleague who "avoids pants like the plague" (her words!) is even a big fan.
Promising review: "Wow!!!! These pants are so beautiful and stylish yet so comfortable. Went by the reviews and went down a size and they fit just great. Can’t wait to purchase more." —Janie
Get them from Target for $25 (available in sizes XS–4X and in six colors/styles).
Read more about BuzzFeeder Elizabeth Lilly's obsession by checking out her full review of the viral Target pants.
25. Thesus Weekend Boots — the ideal choice for adventure travelers everywhere thanks to their seam-sealed water-resistant upper, anti-slip rubber lug sole, and temperature-control lining. While they're perf for hikes and other demanding activities, the versatile design lends itself just as well to brunch, window shopping, and putzing around town.
These boots generally fit true to size, but if you plan on wearing thicker socks or if you're between sizes, it's recommended to size up.
Thesus is a mission-driven, Ontario, Canada-based small biz creating outdoor footwear that's easy on the planet, the eyes, and your feet! Their materials are 90% sustainable and traceable — and they're working toward 100%. This brand is all about the details, taking years to develop each collection, and traveling the globe to seek out the best materials for the health of both people and the planet.
Promising review: "I took these hiking in the Rockies and they held up very well. The thicker sole also helped cushion my feet from rocky terrain. They look good too!" —Alice
Get it from Thesus for $198 (available in EU sizes 36–46 and 11 colors).
26. Croc platforms that *may* just be cute enough to convert the Never Croc-er™ amongst us. They're ultra-comfortable, waterproof, and can take a serious beating, too, if you need to shove them in the exterior water bottle pouch of your backpack because you bought more souvenirs than anticipated.
I have these in all black (as pictured above) and I am OBSESSED with them. They are my go-to travel/all-day walking shoe. They have gone around the world with me and walked 20,000-step days in NYC without so much as a hint of a hint of a blister. They're super easy to get on and off, v cushy, and are impossible to stain. I had my last pair for two years and they didn't even scuff at all — I had just completely worn off the soles so it was time to replace them.
Promising review: "These sandals are a game-changer. One of my friends got a pair and I thought they were the cutest shoes ever, I did a double-take when she told me they were Crocs. Really? That ugly clog-making company? Well, call me a Crocs convert because I want a pair in every color. I’ll die in these shoes because I’m never going to take them off. It feels like you’re walking on clouds, they’re so comfortable and supportive. The gradual platform looks edgy but is super easy to walk in — I can still run after my toddler all day. These elevated sandals have changed me life. They go with everything — jeans, shorts, dresses. Buy the shoes, guys." —oh no
Get them from Amazon for $35.96+ (available in sizes 4–11 and in 19 colors/patterns; check out additional colors here).
27. A simple V-neck blouse with a rounded hemline and chic, crinkled fabric reviewers say does not wrinkle because if all my fave travel tops have one thing in common, it's definitely that.
28. And a Hackwith Design House shirt that can be worn ~six~ different ways so you don't have to lug around a large checked bag or wear the same exact outfit every day.
Hackwith Design House is a woman-owned small business. Their sustainable designs are made to order and sewn in their Minnesota studio. Their sizes run from XS–4X. On Mondays, they also release limited-edition designs so you can be one of only 25 people to own a piece!
I have this shirt and I *love* it. All credit for its discovery goes to TikToker @jennifer.bianca who I happened to stumble across on my FYP. It checks all my boxes: black, comfortable, versatile, and durable. My initial worry was that I wouldn't feel secure in it (I have a 38DDD chest and most wrap tops/dresses I've tried haven't stayed where they're supposed to), but I haven't had an issue with this! I've worn it tied in the front giving me a square neck (like the middle picture) and tied in the back giving me a V-neck up front (just like the photo on the right) — both were super comfortable and I didn't have to adjust myself at all. As someone whose weight fluctuates, I also appreciate that this piece can handle pounds gained and lost. The fabric is medium weight so I'll be wearing it season to season and there's just enough elasticity in the arms that if you roll up your sleeves, they won't fall back down. All that is to say trust that I will be buying additional colors!
Get it from Hackwith Design House for $145 (available in sizes XS–4X and in five colors).
Reviews in this post have been edited for length and/or clarity.