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Craving some winter sun? Whatever sandy beach you find yourself at this season, a vacation-ready outfit will help you get you excited about upcoming travel plans. When putting together the perfect beach or poolside look, there’s so much more to consider, and enjoy, than just a bikini or one-piece swimsuit. Chic cover-ups like breezy kaftans, sheer button-ups, and knit shorts are thoughtful additions to add to your vacation packing list. Not to mention, they make transitioning from the water to whatever you have planned next effortlessly elegant.
Vogue’s Ultimate Vacation Shopping List
Apart from any beachside activities, planning for balmy evenings out is equally important when crafting your vacation outfits moodboard. You can go the bohemian route by pairing a crochet halter from Simon Miller with Sea’s lace flared pants; or you can turn up saturation with a Cristiano Marcheli cut-out dress, Bottega Veneta woven mules, and Cult Gaia shell-shaped clutch, any look will no doubt be fabulously fun.
Beachy accessories are not to be ignored, either—think jewelry from éliou, Chan Luu, and Julietta, or Janessa Leone’s floppy straw hat. For those prioritizing shoes, clunky heeled clogs from Magda Butrym should be a must-have on your packing list (they’re also a major spring shoe trend), while simple Havaianas’ flip-flops feel just as polished with denim cut-offs or airy linen pants. As for the ultimate finishing touch? That’s a covetable raffia tote, of course.
Your holiday starts off in style with these eight vacation outfit ideas, below.
The Breezy Kaftan
Arrive resort-ready in Johanna Ortiz’s effortlessly cool, breezy kaftan. Layer Eres’s little black bikini underneath—a winter-sun non-negotiable—then slip into Staud’s snakeskin-effect strappy sandals. For a hit of fashion flair, finish with Missoni’s metallic turban and Loewe’s woven clutch. Bonus points for Ben-Amun’s shell-drop earrings.
The Surfer Girl
Channel your inner surfer girl in Proenza Schouler’s lightweight tie-dye tee paired with Faithfull’s cute knit shorts. Layer Etro’s paisley-print bikini underneath for a festive flash that’s ready the moment a perfect wave hits. Finish with Flo’s rope sandals to keep the good vibes going, then take cover from the sun in Free People’s floppy hat and add Julietta’s beaded shell necklace for a beachy, bohemian touch.
The Matching Eyelet Set
Nothing says winter-sun ease quite like broderie anglaise. Matteau’s crisp matching set strikes the perfect balance between effortless and elevated—ideal for slipping on post-swim, wandering into town, or lingering over a long, leisurely lunch. Complete the look with A.Emery’s leather flip-flops, Chan Luu’s shell-adorned cord necklace, and Indego Africa’s roomy raffia tote.
The Retro Swimsuit
The Pucci moment continues—and this time, it’s all about the heritage label’s printed one-shoulder swimsuit. Style it with Kiki de Montparnasse’s sheer button-up, the ideal cover-up when temperatures soar, and a pair of embellished flip-flops from Dries Van Noten. Staud’s woven tote makes for the ultimate beach bag—perfect for stashing essentials like Gucci’s tortoiseshell sunnies, a good read, and, of course, sunscreen.
The Linen Duo
Headed out for an adventure in town? Explore the local streets in style with this linen duo from Faithfull. Lean into the beachy mood with Amanu’s leather sandals, Simon Miller’s shell-adorned tote, and Lizzie Fortunato’s bold beaded necklace. Finish by tying your hair back with Free People’s paisley-print silk scarf—a chic, bohemian touch to end on.
The Cool Cover-Up
Everyone needs a sleek sarong cover-up on their holiday packing list—and this one from Matteau doubles as an all-in-one outfit. While it pairs effortlessly with just about anything, Agua by Agua Bendita’s floral-print bikini adds an especially sweet touch. Keep things simple with Havaianas’s black flip-flops, Toteme’s woven tote, and Janessa Leone’s shady sun hat. Éliou’s Bass necklace ties it all together.
The Tropical-Print Dress
You’ll need something fabulous for those balmy nights underneath the tropical stars. Enter Cristiano Marcheli’s printed cut-out dress. Style it with Bottega Veneta’s woven mules and Cult Gaia’s sculptural clutch, then top things off with Kallmeyer’s beaded cap. Jewelry-wise, reach for Lié Studio’s dramatic drop earrings and Isabel Marant’s cool cuff to finish the look with impact.
The Crochet Top
Crochet is a warm-weather wardrobe mainstay—and this season, all eyes (and carts!) are on Simon Miller’s halter top. On nights when dresses feel optional, style it with Sea’s flared lace pants and Magda Butrym’s studded clogs. Finish the look with Khaite’s raffia Billie tote and a mix of festive jewels from Stone & Strand and Chan Luu.
