29 Stylish Dresses Perfect for Your Next Vacation and Carry-On

1. A fitted knit dress that’s versatile enough for London, Paris, or even Tokyo, inspired by a timeless Hilary Duff anthem that has been a favorite from my iPod Nano days to my current Spotify Premium playlist.

2. A lightweight button-down maxi dress that’s perfect for strolling along the beach or pairing with your go-to wedges for dinner. The choice is entirely yours—there’s no wrong way to wear it.

3. A maxi dress with puff sleeves so stunning that it almost makes me want to ditch my work-from-home leggings and rediscover the joy of dressing up, even on a Monday.

4. A short, breezy dress that keeps me hooked on the "pop of red" trend, which I refuse to let disappear. The vibrant hue combined with a flowing skirt? Absolutely flawless.

5. A bodycon dress with cutouts, offered in both mini and midi lengths, that effortlessly transitions from exploring a new city to hitting the club. A true multitasker.

6. A sleek tube dress to add to your wardrobe just in time for wedding season, where you’ve sent out so many RSVPs that your weekends until June will be filled with dancing the cha cha slide (depending on the couple’s DJ preferences).

7. A cap-sleeve dress featuring a smocked waist for a flattering fit without discomfort. Ideal for vineyard outings or formal events requiring RSVPs — and available in a variety of colors.

8. A knit dress with cutouts that I regret not buying earlier. *adds to cart* *spends the rest of the day browsing*

9. A form-fitting maxi dress that reviewers claim is a budget-friendly alternative to *that* celebrity-loved brand’s iconic floor-length dress, which is always sold out.

10. A crochet cover-up dress that exudes Ibiza energy. "I’m sipping overpriced cocktails in a cabana," I’ll declare while spending my summer working or wading through the seaweed-filled waters of the Long Island Sound.

11. A V-neck embroidered maxi dress I envision wearing while cycling through the Italian countryside. While that dream might be on hold, I’m adding this to my cart as a hopeful gesture.

12. A mesh mini dress that channels SATC vibes (specifically Carrie). This slip-on style is a nod to the '90s, and we suggest completing the look with chunky platform sandals for maximum impact.

13. An off-the-shoulder midi dress featuring puffed sleeves and a smocked bust, perfect for wandering through vineyards with a whimsical "I was a fairy in another life" aesthetic. This effortless one-piece outfit is simpler than pairing a top with leggings, and its lightweight fabric feels divine against your skin.

14. An open-back maxi dress that has me dreaming of escaping to work on a truffle farm in Italy. The vibes are absolutely flawless.

15. A V-neck dress with tortoiseshell buttons that will make you feel effortlessly chic, even on a quick trip to the corner store. Offered in both neutral tones and playful patterns, this piece is perfect for creating the illusion that you didn’t oversleep this morning.

16. An off-shoulder maxi dress that epitomizes the term wardrobe essential, versatile enough for weddings, birthday dinners, or even a leisurely walk along a beach boardwalk.

17. A square-neck maxi dress offered in a range of vibrant colors, making it nearly impossible to pick just one. Deciding between lime green and red will be a delightful dilemma, so my advice? Get them all.

18. A tie-front dress you’ll want to wear nonstop throughout the warm-weather months. Reviewers rave about its polished yet incredibly comfortable feel.

19. A corset clasp-back mini dress that embodies the essence of "vacation attire." Pair it with sun-kissed hair and the scent of sunscreen for the perfect look. Plus, it’s available in petite, regular, and tall lengths to ensure the perfect fit.

20. A high-neck bodycon dress offered in versatile neutral shades, ideal for everyday wear. Choose from three sleeve styles: long, cap, or sleeveless. The sleeveless option is perfect if you’re ready to embrace a breezy, carefree vibe.

21. A T-shirt dress that will instantly transform you into a fashion influencer, no massive Instagram following needed. There’s just something about a tie waist that screams effortless style — don’t you agree?

22. A maxi dress that includes the ultimate fashion luxury: pockets. Combined with its ultra-soft fabric, this dress is a flawless choice.

23. A striped cap sleeve midi dress perfect for wandering through gardens filled with tomatoes, tulips, citrus, and maybe even forest creatures. Wear this in your studio apartment to convince yourself you’re living the "cottagecore" dream. It’s bittersweet.

24. A tiered maxi dress that masters the art of layering. Pair it with leather moto jackets, denim jackets, or plaid button-downs — the possibilities for outerwear combinations are endless with this neutral piece.

25. A puff-sleeve baby doll dress designed for the highlight of your week, whether that’s sipping pre-made mimosas from pitchers or indulging in fried chicken and waffles with friends.

26. An off-shoulder maxi dress that instantly had me humming The Lovin' Spoonful’s "Do You Believe In Magic?" The smocked details! The mid-thigh slit! I’m now a firm believer in the magic of fashion.

27. A V-neck maxi dress that offers an effortless, no-pants-required outfit perfect for any occasion. It’s cozy enough for lounging and chic enough for picnics. As Hannah Montana would say, it’s the best of both worlds.

28. A tiered baby doll mini dress inspired by the Disney 365 concept (if you know, you know), designed to be worn every single day of the year. We adore a versatile piece that doesn’t need to be stored away with the seasons.

29. A polka-dot cover-up I wish I were wearing on a boat in Greece, book in hand, completely carefree. Instead, I’m here. At home. On my couch. For the 407th day in a row. (But who’s counting?)