Including the actually supportive flip-flops I never take off.
Editor-Loved Vacation Fashion
- Staple Jean Shorts: Levi’s Cinch Mid-Thigh Shorts, $30 (Originally $65)
- Goldilocks Tee: Madewell Northside Vintage Tee, $25 (Originally $28)
- Flattering Maxi Dress: AmySister Halter Tiered Maxi Dress, $40
- Katie Holmes- and Podiatrist-Approved: Archies Arch Support Flip-Flops, $40
- It Girl Summer Pants: Anrabess Wide-Leg Palazzo Pants, $20 (Originally $33)
- Mix-and-Matchable Set: Lomon Striped Tank Top and Shorts Set, $32
- On-Trend Sneaker Silhouette: Project Cloud Slim Mesh Sporty Sneakers, $38 (Originally $43)
- Spill-Proof and Chic: Bagsmart Quilted Bowler Bag, $17 (Originally $24)
I consider myself a pretty good packer. It’s taken some trial and error, of course—overpacking and underpacking have put a damper on many a long weekend—but now, at 28 years old, I’ve got my system down pat. And it doesn’t even require planning every outfit in advance; instead, I rely on a thoughtfully curated lineup of versatile pieces that can be mixed and matched with ease. Think solid colors, subtle patterns, and classic silhouettes.
The best part? None of it has to be expensive. In fact, you can shop some of my favorite vacation staples on Amazon. From discounted Levi’s shorts to the perfect Madewell tee, these are the pieces I never pack a suitcase without.
Levi’s Cinch Mid-Thigh Shorts
Every summer wardrobe needs a reliable pair of denim shorts, and this Levi’s style fits the bill. They’re not too long or too short and come in several chic, versatile washes. Adjustable buttons on the waistband help eliminate gapping in the back, while the non-stretch denim softens and molds to your body with wear for a perfectly broken-in fit.
Madewell Northside Vintage Tee
This Madewell tee is my perfect cut—not cropped and not loose, but still totally comfy. “It’s not ‘fitted’ like a women’s T-shirt, but it isn’t so boxy that I swim in it,” one shopper appreciated. I love the above brownish-plum hue, which is surprisingly adaptable.
AmySister Halter Tiered Maxi Dress
“The halter neckline and tiered design help create a balanced silhouette without overwhelming a smaller frame, and the length tends to hit just right,” one shopper said of this dress. The ivory shade is a classic, but the sage green is stunning, too.
Archies Arch Support Flip-Flops
I’m absolutely obsessed with my Archies flip-flops, which just so happen to be a celebrity favorite (hi, Jennifer Aniston and Katie Holmes) and podiatrist-approved. Their angled footbeds provide comfortable arch support while maintaining a slim, classic silhouette. Flip-flops are a vacation essential, so you might as well get a pair that’s actually kind to your feet.
Anrabess Wide-Leg Palazzo Pants
Soft pants are the It Girl bottoms of summer 2026, and they’re perfect for travel. Wear them on the plane instead of your ratty pajama pants, then style them with a polished top and slim sneakers for an effortlessly cool outfit once you land. I’d pair these wide-leg pants with the Madewell tee above or a breezy, lightweight button-down.
Lomon Striped Tank Top and Shorts Set
The best part about this sweet set is its versatility. As one shopper wrote, “One of my favorite things is that I can wear each piece separately with different outfits, which makes it feel like multiple looks in one,” adding, “The fabric is also super breathable and comfortable, making it perfect for all-day wear.”
Project Cloud Slim Mesh Sporty Sneakers
Cool girls are trading their chunky sneakers for slim, sporty pairs like these, and I’m all about it. This mesh style is breathable and features cushy memory foam insoles and elastic laces, so you don’t have to stop and re-tie them while exploring a busy city. A shopper shared that they walked 20,000 steps a day in these shoes on vacation, and they held up like a dream.
Bagsmart Quilted Bowler Bag
Bagsmart is known for its spacious, spill-proof totes that sell thousands every month, and this new arrival from the brand ups the style factor while staying true to its practical, travel-ready design. The bowler silhouette is right on trend, and the long straps mean it won’t constantly slip off your shoulder throughout the day. Bonus points for the zippered pouch bag charm, which is perfect for stashing a lip balm, AirPods, and other tiny essentials.
Check out more chic vacation fashion on Amazon for your best-packed suitcase yet.
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