Here’s a fun list of things to shop for vacation, from sunny dresses to playful matching sets.
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Every year around this time, I hit a point where my brain can no longer process another coat. I’m starting to fantasize about warmer weather, ocean water, and the feeling of slipping into something breezy instead of bundling up in layers. When I spent the first week of this month staying next to the ocean at The Shelbourne in Miami, I immediately started planning to spend every consecutive winter somewhere warmer—as one does. This brings us to the packing list that can carry me through every beach vacation to come.
I’ve now edited that list down to the pieces I know I’ll actually wear, keeping in mind that there are colder days in beach towns during the winter. If you’re headed somewhere warm, here’s everything I’m packing, from easy linen pants for beach-to-dinner moments to playful sets that photograph beautifully and the one-piece swimsuit I always feel confident in, and why each thing earned a spot in the suitcase.
Linen Pants
I think of this outfit as the ultimate winter vacation look. The linen pants can keep you comfortable in the peak heat of the day and the colder moments that follow. Plus, this halter top is something you’ll be able to wear again and again.
Susana Monaco Urban Halter Top
LIONESS Ride With Me Pant
Aureum Vita Earrings
Long-Sleeve Maxi Dresses
I tend to save long-sleeve maxi dresses for the colder months in south Florida. A fun printed moment will always be a vibe.
Retrofête Opaline Dress
Jennifer Behr Atrani Necklace
Playful Matching Sets
You can never have enough matching sets, especially when visiting a warm-weather destination. I love throwing something like this on anytime I’m in a rush or want to look put-together. This set from Zimmermann is straight out of my dreams.
Zimmermann Awaken Cropped Lace-Trimmed Cotton and Silk-Blend Top
Zimmermann Awaken Lace-Trimmed Cotton and Silk-Blend Crepe de Chine Shorts
Bucket Hats
One of the greatest upgrades to my vacation wardrobe has been hats that are easy to pack and go with everything. A bucket hat like this does it all, and if you also have a poplin skirt in your repertoire, you can’t go wrong.
Maison Ola Le Kim
Free People Lowen Midi Skirt
Thong Sandals
Give me an ocean view and a luxe pair of thong sandals and I’m sold. I consider this simple shoe trend to be nonnegotiable when packing these days. They work with everything—linen pants, swimsuits, maxi dresses—and instantly make outfits feel beachy without being too casual.
Abercrombie & Fitch Thong Sandals
COS Merino Wool Polo Shirt
SNDYS X Revolve Linen Pants
One-Piece
The one-piece I always pack is the one I feel most confident in. A simple, sculpted suit is perfect for days when you want to swim, read, repeat without worrying about adjusting anything.
Hunza G Pamela One-Piece Swimsuit