Unless otherwise specified, all sizes in this post are listed in women's. 

1. Some chunky-heeled Naturalizer sandals that don't ask you to compromise on style, support, or budget, which means you can put the money you save towards a splurge-y dinner when you're actually on vacation.

Zappos

Promising review: "Super cute and extremely comfortable." —Anonymous

Price: $79.99+ (originally $99.99+; available in sizes 5.5–11 and five colors)

2. A pair of New Balance 327 sneakers so you can ~kick it~ around the streets of your destination in sporty-chic style (and comfort, of course).

Zappos

Promising review: "Best sneakers I’ve bought in a long time! So cute and comfy and versatile" —Anonymous

Price: $99.95 (available in sizes 5–12 and 11 colors)

3. A pair of iconic Birkenstock Arizonas because these two-strap sandals are supremely supportive *and* durable. The contoured cork footbed molds to the foot for made-for-you comfort, and they'll last for vacations to come! Seriously, mine survived SEVEN years of heavy walking.

Zappos

I bought my first pair in summer 2017, and I only *just* replaced them at the end of last fall — and for what it's worth, I walked A LOT in them. Miles upon miles around town, when visiting family, and overseas!

Promising review: "While all Birkenstocks are comfortable, these just might be my most comfortable pair yet. Overall? 5 stars. Comfort? 5 stars. Style? C'mon, they're Birks! :-)" —Anonymous

Price: $115 (available in women's sizes 4–12.5, in narrow and regular, and two colors)

4. Or, some Birkenstock Mayaris if you want the same unrivaled corkbed support but a somewhat more ~dainty~ aesthetic. These are my absolute go-to for trips to Europe, as they're a bit dressier than the Arizonas while still keeping my feet happy as I walk 15,000+ steps a day.

Zappos

I *also* have this style in black. They're my favorite for pairing with dresses and skirts because of the strappy look. For whatever reason, I also find that this style is quicker to break in (but that could just be for my feet!).

Promising review: "These are the best sandals made. I will never wear any other sandals. I've worn this style in August in Disneyworld, St. Augustine, Grand Canyon, Zion, Bryce, Las Vegas, and I can walk forever. Every color is attractive. Nothing ever rubs; there is no break-in required. I can't stand a thong between my first and second toe, but with these, you can't even feel it. I hope they never get rid of this style." —Anonymous

Price: $110 (available in sizes 5–12.5, wide sizes, and five colors)

5. **OR** a shimmery Birkenstock thong sandal to add a bit of ✨ glam✨ as you salsa with the locals. These also come in solid colors, which will look equally good as you twirl about.

Zappos

OK, full disclosure, I don't own this style, BUT I am buying them soon. My mom usually packs these for her trips

Promising review: "I've had different pairs of Birkenstocks for many years, but hadn't worn any for quite some time. Last summer, I noticed several people wearing these, and I thought they were stylish, so I decided I would get them. They are both stylish and comfortable right out of the box. I love them. They look nice with skirts." —Anonymous

Price: $110 (available in sizes 5–11.5 and seven colors)

6. A pair of Sorel waterproof sneakers so you're always prepared for surprise rain showers and sight-seeing through puddles. Truly, the last thing you want is to have to make a midday stop back at the hotel to swap socks.

Zappos

Promising review: "WOW. I created a Zappos account just to be able to write this review. These shoes are THE BEST. I ordered them a few days before my vacation after I found out it was supposed to rain the entire time. (Shout out to Zappos for getting them to me in time!) They were so comfortable and kept my feet dry. One night, we got caught in a torrential downpour and ran through several puddles. My pants were completely soaked through, but these shoes kept my feet completely dry!!!! I wore them almost every day for two weeks and walked over 15k steps a day without blisters or pain. I’m in awe. If you’re looking for a great waterproof shoe, these are it." —Anonymous

Price: $94.95 (available in sizes 5–12 and in five colors — not all sizes available in all colors)

7. A comfy and supportive Toms platform sandal to bring your fashion to ~new heights~. Just think how cute these will look with those new dresses you bought specifically for your trip!

Zappos

Promising review: "These have great support, are not wobbly, and are quite nice looking. Very comfortable." —Anonymous

Price: $70.84+ (originally $100; available in sizes 5–10 and four colors)

8. A pair of classic ballet flats because they take up practically no room in your suitcase and probably go with everything in it, too! You really can't go wrong with this simple-but-sophisticated travel staple.

Zappos

Promising review: "You know someone loves a shoe when they buy a second pair of them... and I just ordered my second pair. I got a pair this spring, just before I had some minor foot surgery. It turned out to be one of two pairs of shoes I could wear without pain because it doesn't have any pressure points. I literally wore these for three weeks straight. I love this shoe because I can wear it with jeans or skirts, and it's easy to wear on a plane. They pack great!" —Ann

Price: $90.71+ (available in sizes 4–14, narrow, medium, and wide fits, and 14 colors)

9. Keen's Rose Sandals, aka my absolute favorite summer sandals. They're supportive and sturdy enough for walking or hiking miles (and even have a reinforced toe protector!) while still being lightweight, waterproof, and pretty enough to wear with dresses!

Cierra Cowan/BuzzFeed, Zappos

Promising reviews: "These are my 'dressy' Keens — I can wear them with dresses and skirts. Keen shoes are the best in comfort and style!" —MrsD.

"I love this shoe for the comfort and support. This is my fourth pair, and I am ordering another pair today in another color." —Teresa

Price: $120 (available in sizes 5–101 and six colors)

10. A pair of Vionic loafers (with arch support!) in case your trip involves a professional work conference before the true vacation begins. These hit that sweet spot between formal and casual style, so you'll have no problem *immediately* hitting up museums, cafes, and bars after that pesky corporate negotiating is done.

Zappos

Promising review: "Very soft leather, wore them all over Spain while on vacation. Good with a light sock; very comfortable. No trouble with my plantar fasciitis." —Diane

Price: $130 (available in sizes 5–13, medium and wide fits, and 24 colors)

11. A pair of strappy Chaco sandals designed with a soft, water-resistant leather upper and gentle arch support, because you simply won't enjoy your trip if your feet hurt the whole time. These sandals have a cult-following for their comfort, so you know you're in good hands... errr, feet? You get my point!

Zappos

Promising review: "I really like these! Great arch support. This particular style isn't as 'summer camp' looking as most Chacos, which is why I got them. Great for walking around the city. Love the navy blue. The system to tighten the strap across the foot is clever and makes them particularly easy to get in and out of. I can tell I'm going to wear the heck out of these." —Rebecca

Price: $73.27+ (originally $79.95; available in sizes 5–12 and three colors)

12. A checkerboard Vans slip-on shoe for an effortlessly cool streetwear style you can rock all day long. Plus, no laces = no hassle at airports!

Zappos

Promising review: "LOVE! These are my eighth pair of Vans and they're so stylish. I especially love the slip-on style because they are so convenient." —Kayla

Price: $60+ (available in sizes 5–17.5 and 20 colors)

13. A pair of breathable leather huaraches destined for strolling the unpaved streets of a quaint village that's off the beaten path, which is precisely your favorite kind of destination (and mine too).

Zappos

Promising review: "Finally, a really comfortable huarache-style shoe! The heels don't slip, moderate arch support and cushioning, and the fit is good overall. The sole provides some cushioning and doesn't slip on pavement like the traditional leather soles tend to do." —Susie

Price: $104.95 (available in sizes 6–11, medium and wide, and two colors)

14. Some rugged Blundstone Chelsea boots since you can rely on these bad boys for just about any kind of adventure, no matter the weather! From wet, muddy hikes to museum visits to local eateries, these promise to keep ya comfy and stylish.

Zappos

You're looking at a BIG Blundstones fan here! I cannot recommend these boots enough, not just for trips, but also just for everyday life. I've had mine for almost 10 years now, and they're still going strong. Sure, they could use a polish on the outside, but in terms of support, I haven't noticed them become any less comfy or supportive since I first bought them. I wear them pretty much all year round, too!

Promising review: "These boots are worth every penny! After a short period of breaking in, they feel great for hours of walking on trails or even in town. They keep your feet warm and dry." —Anonymous

Price: $199.95 (available in sizes 6–11 and lots of other styles and colors)

15. A pair of Adidas Adilette Aqua slides for anyone heading to an all-inclusive resort. Don't even bother with those flimsy flip-flops because these are oh-so-cushiony with a timeless sporty style.

Zappos

Promising review: "Ordered this sandal specifically for my 75-year-old father who has really bad neuropathy in his right foot and cannot wear anything but really (I mean really) soft-soled tennis shoes in order to stop the pain. I looked at many sandals and thought I would try this because they did not have ridges like most of them do (ridges cause pain) and are very smooth on the surface where your foot goes. Well, he loves them, says that other than his tennis shoes, these are the only things that don't cause pain. Good job, Adidas! I will order again if you keep making shoes like this! —anonymous

Price: $21.99+ (originally $28; available in sizes 6–13 and in three colors)

16. Or, these mesmerizing metallic-strapped Oofos flip-flops to add some ~mermaid energy~ to your poolside hangs. Plus, the OOfoam footbed cushioning technology helps absorb impact, cradles your arches, and encourages natural foot movement. So yeah, these are more than just a pretty shoe — they're smart too!

Zappos

Promising review: "This is my third pair. Love these sandals. I use one pair inside the house instead of wearing slippers. Two other pairs wear on the street. Love the black trim, which doesn’t show scuff marks. Great arch support. Very comfortable!!!!" —Debbie

Price: $54.97 (originally $75.95; available in sizes 5–11 and two colors)

17. Slip-on sneakers because you have an absolutely jam-packed itinerary and that means there's not a moment to spare for tying laces!

Zappos

Promising review: "They are true to size. I bought this particular pair because it is multi-colored and goes with virtually everything casual." —R.

Price: $39.41+ (originally $64.99; available in sizes 6–11 and four colors)

18. A pair of block-heel suede sandals in a pretty pink so you can cosplay as Barbie on vacation and dance the night away without having to worry about silly things like sore feet or blisters.

Zappos

Promising review: "So comfortable and looks great on my feet." —Anonymous

Price: $89.99+ (originally $115, available in sizes 5–11 and 15 other colors)

19. A Sperry loafer that'll perfectly match your seaside destination with its stylish maritime aesthetic.

Zappos

Promising review: "Love these. High level of comfort. Will buy again." —Anonymous

Price: $74.98 (originally $89.95; available in sizes 5–12)

20. A pair of Dr. Martens gladiator sandals to bring some edgy pop-punk vibes to your sunny getaway... because unfortunately, it will be way too hot to wear your beloved Dr. Martens combat boots.

Zappos

Promising review: "I have a wider forefoot and high arches, so my normal size 8 fit perfectly. Out of the box, they are nearly as comfortable as the Birkenstocks I've worn almost daily for years. The strap near the toes is a bit more snug than I'd like, but I know it will stretch with time. The leather is soft, and the straps are secure enough that they won't rub or cause issues. (I have sensory issues and am SUPER picky about that!) As an added bonus, they make me feel real tall." —Anonymous

Price: $139.95 (available in sizes 5–11)   

21. A cutout Toms sandal that's so chic, I wouldn't be surprised if folks think you're a local — and since these have a thick block heel, you'll definitely be walking with the confidence of someone who knows exactly where they're going (even if you have no idea).

Zappos

Promising review: "Absolutely love these. My first Toms purchase. Super soft and comfortable. Will be my staple shoes vs. flat styles. I'm short, and these are perfect go-tos. The heel is not too high, and the style is easy. I got the light fabric. Darling! These are true to size."  —Anonymous 

Price: $66.75 (originally $89; available in sizes 5–11 and two colors)   

22. A pair of flatform Tevas if you love fun colors, bold patterns, and ~elevated~ comfort. These popular vegan and earth-friendly sandals go three for three — and they'll *also* help you see over big crowds!

Zappos

Promising review: "I love everything about these sandals because they're so comfortable and you can dress them up or down. 10/10 would recommend." —Sof

Price: $56.25+ (originally $75; available in sizes 6–11 and 10 colors/styles — not all sizes available in all colors)

23. A darling espadrille wedge so your travel companion can snap the most artsy pic of you strutting down a cobblestone street, skirt or dress flowing in the wind. Unlike other heels, these provide a solid, level surface for walking uneven surfaces.

Zappos

Promising review: "Super cute and comfortable. Not too tall for everyday wear. True fit." —Anonymous

Price: $78.95 (available in sizes 5–12 and four colors)

24. Hoka sneakers, which have a well-earned reputation for being *the* most supportive shoes out there. Many nurses, service workers, and other folks who spend all their non-vacation time on their feet absolutely swear by these, so it's safe to assume they can handle your 10-day jaunt around the globe.

Zappos

Promising review: "The fit is excellent! I've had a hard time finding shoes in my size in wide. These have plenty of room and don't make my feet feel cramped. There is enough cushioning to feel supportive but not overwhelming. My feet feel great in these!" —Anonymous

Price: $140 (available in sizes 5–11, two widths, and 14 colors — not all sizes available in all colors) 

25. A pair of geometric cutout slip-ons if you're looking for something more unique than your typical pair of supportive walking sandals. These will transform even just jeans and a V-neck into a super stylish ensemble, which means you can stick to packing mostly basics and then just mix-n-match.

Zappos

BTW, these shoes have received the American Podiatric Medical Association (APMA) Seal of Acceptance, meaning they promote good foot health.

Promising review: "I love this shoe and have it in two colors. It is extremely comfortable and makes my foot look a little narrower. Yay!" —Anonymous

Price: $189.95 (available in sizes 4–12 and six colors)

26. A Keds white lace-up sneaker because your current pair of "white" sneakers are milky-grey at best and that simply won't do for your big debut in a new country.

Zappos

Promising review: "After trying at least 20 white sneakers, this one is a hit. The leather is soooo comfortable as compared to canvas. The style is just what I was looking for: not too athletic and not too casual. Buy them. You won’t be disappointed" —Carol

Price: $64.95 (available in sizes 5–11)

27. A pair of square-toe slingback pumps that'll have you looking way too ~sharp~ to be an American tourist, or, at least that's what the restaurant staff will think. Hope you practiced a few words of the native language to really convince 'em!

Zappos

Promising reviews: "Fit was true to size and very comfortable. Very attractive shoe, especially for a larger foot." —Lisa

"Material is soft, super comfortable shoe, stylish, and perfect width." —Anonymous

Price: $119.95+ (originally $135; available in sizes 5–12 and 10 colors/styles)

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