Unless otherwise specified, all sizes listed in this post are 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??

Amazon

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 $24+ (available in sizes XXS–XXL and in four colors). 

2. Some budget-friendly high-waisted leggings if you've sworn off jeans and any other bottoms without at least 5% spandex. 

Amazon

Promising review: "If you’re on the fence about buying these leggings, DO IT. I bought a black pair 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 swear I wear these to work three times a week, at least. I love them!!" —hali howard

Get them from Amazon for $14.99+ (available in standard and plus size, three lengths, and 22 colors/patterns).

3. An off-the-shoulder jumpsuit with over 36,000 5-star ratings and rave reviews from flight attendants!

www.amazon.com, www.amazon.com

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). 

4. A half-zip pullover sweatshirt if you like the look of Lululemon's oversized scuba hoodies but can't bear to part with $118. 

www.amazon.com, www.amazon.com

Promising review: "So TikTok made me buy this + seeing it over and over again on the Amazon Best Sellers tab. I finally took the plunge to buy it. I love this jacket so much. It literally is comparable to my $80 Aritzia jacket for so much cheaper! I love how soft it is on the inside! Super fuzzy and warm. I love the collar, it's stylish, and I love to give it a little flip-over. The zipper is quality, too! I love the contrast of the black and white. I loved this jacket so much that I came back and bought it in white after buying the apricot color. I would highly recommend it to literally everyone. I bought the same size as my Aritzia jacket, which was a size medium. It fits me perfectly with an oversized look!" —Kate Dumas

Get it from Amazon for $42.99+ (available in women's sizes S–XXL and in 25 colors).

5. 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. 

www.amazon.com, www.amazon.com

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 $50.91+ (available in sizes 5–12 and in nine colors).

6. A padded tank that 1) looks incredibly cute and 2) eliminates the need for a bra. 

www.amazon.com, www.amazon.com

Promising review: "This top is super comfortable. I already know I'm going to be living in it during the summer. It has great support." —Candace

Get it from Amazon for $14.99+ (available in sizes S–XXL and 27 colors).

7. 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

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!

Promising review: "I have loved every single item I’ve bought from here. Everything is of great quality, the material is so comfortable, and the clothes are so cute!!" —Faith S.

Get it from Klassy Network for $48 (available in women's sizes XXS–3XL and in five colors).

8. A pair of Levi's Ribcage jeans that go where no low-rise jean has ever gone before — up, up, up past your bellybutton.

www.amazon.com, www.amazon.com

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 $37.39+ (available in sizes 22–32 Standard and 36–44 Plus and in 10 washes).

9. Or a pair of Levi's 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. 

www.amazon.com, www.amazon.com

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 $7.01+ (available in sizes 2–28, in three lengths, and 19 washes). 

10. 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. 

www.amazon.com, www.amazon.com

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 $59.99+ (available in sizes 5–11 and in 24 colors/patterns).

11. 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

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, six lengths, and in nine colors). 

12. An adjustable raincoat from sportswear giant Columbia sure to keep you dry even if it's raining cats, dogs, and elephants. (I assume that's the natural progression.)

www.amazon.com, www.amazon.com

I purchased this jacket a few years ago before a trip to the Peruvian Amazon and it definitely came in clutch. If you're a frequent traveler, you'll appreciate not only how easy it is to pack, but that you can actually fold it up into its own pocket so you can store it in your backpack or purse when you don't need it.

Promising review: "I decided to take a chance on this as I needed a light rain coat to take to Japan. Little did I know that a GIANT storm was rolling in before we left. I got a chance to try it out in a Texas thunderstorm, too... Which if you haven't heard are massive! The jacket fit great! I am able to put another sweatshirt underneath and still feel comfortable. Now, for the functionality. I wore this for two days in the pouring rain and didn't get wet once! It also did a great job shielding the wind. The hood tucks nicely in the collar and is easy to put in and out. Very lightweight and super easy to throw in my purse just in case." —Sarah Crain

Get it from Amazon for $34.99+ (available in sizes XS–3X and in 36 colors).

13. 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!

www.amazon.com, Amazon

PS: HappyLuxe is a small biz!

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 nine colors).

14. Water-friendly Tevas *so* dang comfortable and lightweight, reviewers say they work beautifully for flat feet ~and~ super-high arches as well as swollen pregnant feet and even those with tendinitis. 

Teva, www.amazon.com

Promising review: "These are so comfortable!! I bought them for my trip to Hawaii. I have plantar fasciitis and need good arch support, or the pain is unbearable. These are super lightweight. The foam made them perfect for going in and out of water and hiking. I live in Washington state and left in January, so I wore socks with them for the travel. The only downside is that I did get a blister from them. Probably my fault for not wearing them a bit before heading out on a trip where I walked a LOT every day!!" —Regina Randall

Get them from Amazon for $19+ (available in women's sizes 5–13 and in 26 colors).

15. A Levi's denim jacket that I won't even waste your time explaining. You and I both KNOW there's nothing more versatile.

www.amazon.com, www.amazon.com

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 $35.30+ (available in sizes XS–XL and 1X–3X and in nine washes).

16. A pair of bike shortsyou can wear on hikes — you know, those that go up literal mountains — or under dresses and skirts as an anti-chafing measure when your exercise du jour is waiting in a TSA line that snakes through the entire airport. 

Amazon

Promising reviews: "Amazing! I wore mine while traveling and the pockets are just so convenient! Amazing fit and comfortable." —April Smith

"These are SO good. I waited to leave a review because I wanted to wear and wash them for awhile, but after wearing these all summer for workouts, walks, hikes, and general out and about stuff — and after all the washing and drying associated with this much wear — there is NO pilling or wear on the crotch and inside thigh. These still wear and look like new. I am going to order longer pants from this company for the fall and winter." —dawbygirl

Get them from Amazon for $16.99+ (available in sizes S–XXL, 13 colors, and packs of one or two).

17. 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??

www.amazon.com

Those 49,000+ 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 $15.30+ (available in sizes 5–15, including wide sizes, and 22 styles). 

18. A few pairs of breathable, odor-reducing briefs from ExOfficio — a brand that specializes in travel-friendly clothing. The undies are so fast-drying, you can wash them in a sink, wring them out, let them dry for a few hours, and wear 'em again.

Amazon

Promising review: "These are my everyday undies for home or travel. They are durable enough to handle machine washing for routine use, but they also hand-wash and air-dry easily when I want to rotate just a few pairs during travel. I have tried several brands of travel undies and found I get chafing from wool and some other synthetic brands are not as durable as these." —Ellen R.

Get them from Amazon for $13.81+ (available in packs of one or two and in 18 colors/patterns). 

19. 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. 

Richer Poorer

Here's more from my colleagueEmma 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 $47.98+ (originally $76; available in sizes XS–XL and four colors).

20. A genuine leather belt that'll literally tie your whole 'fit together and ensure you get ample wear out of all of your bottoms even if your go-to jeans have gotten a little loose from everyday use. 

www.amazon.com, www.amazon.com

Promising review: "True to size (I am typically a size 0 in pants, and I bought the size 0 belt), quality material, and a reasonable price with an expensive look. The gold buckle is a nice matte brass finish. I would definitely recommend this belt for anyone looking for a go-to brown leather belt who does not want to splurge on Anthropologie or Madewell prices!" —Nicole S.

Get it from Amazon for $22.49+ (available in sizes 0–28/30 and in 13 colors).

21. Waterproof Columbia hiking boots with reinforced toes, heel barriers, and an extended outsole that guards key wear points, so once you break them in, you can wear them for years and years of adventures to come. 

www.amazon.com, www.amazon.com

And here's what BF editor Jenae Sitzes — who owns these boots — has to say:

"Reviewers swear these don't even have a break-in period, making them a great pickup for that last-minute outdoorsy trip where hiking and rough terrain are on the docket. Note that it's recommended to go up a half size in these boots to accommodate thicker hiking socks, and I found that to be true when I picked up these shoes myself — I'm normally an 8 but found an 8.5 in these to be totally comfortable. I also found that they hold up well even on my first hike — though I did admittedly still have some soreness around my heel area, this was after a hard, 7+ mile hike with lots of rocks and climbing, so I don't blame the shoes. They felt comfortable right out of the box and super supportive when I was clamoring over rocks and rough terrain. And though I only stepped in water a couple of times briefly, my socks stayed dry too. I got the brown color with red laces as pictured above, and they're even cuter in person, which is just another plus."

Promising review: "I bought these for my two-week national park road trip. Used them almost daily on hikes and several more times after the trip. These shoes are extremely comfortable, stiff around the ankles, and they saved my feet on many occasions. They are def waterproof, slip-resistant, and offer great grip while hiking. Totally recommend!" —Marta

Get them from Amazon for $24.31+ (available in sizes 5–12, including wide sizes, and 21 colors). 

22. 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.

www.amazon.com, www.amazon.com

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 $34.99+ (available in sizes XS–3X and in 20 colors, prints, and styles).

23. A pair of compression socks that — while not the most fashion-forward garment — will help with mid-flight circulation so your legs don't have to be any more uncomfortable than they already are. 

Amazon

Promising review: "I have used quite a few compression socks and have found that these are the best. I travel extensively for work, which means long airport walks and sitting and waiting, followed by long flights, and these have left my legs feeling great with no swelling and no leg pain later in the day. They do a great job of providing compression to the leg and calf without being too constricting in the foot area. Other products I have tried tend to be very tight in the foot area. I own quite a few pairs of these for longer than six months and use them regularly, I have found that they are durable and the compression has been consistent." —Ted E.

Get them from Amazon for $14.46+ (available in three sizes and 13 colors/designs).

24. An adjustable cap with a magnetic closure meant to work *with* instead of *against* your ponytails and buns. This way, you don't have to spend 10 minutes adjusting buckles or straps and trying not to pull out any hair in the process.

Ponyback

Ponyback is a small brand from Stacey Keller. When she couldn't find a hat that worked well with all hairstyles, she set out to make her own.

Check it out on TikTok here. 

Promising review: "I can't believe how perfect this hat is — I wear my long curly hair up 90% of the time and this works for ponytails, messy buns, braids, or any combo. It's SO comfy I don't even realize I am wearing it until my kids say to me 'no hats at the table' haha. This hat will be my summer lifesaver." —Nancy K.

Get it from Ponyback for $59 (available in seven sizes and eight colors).

25. And a Hackwith Design House shirtthat 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

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 34G 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 three colors). 

Reviews in this post have been edited for length and/or clarity.