July 17, 2026

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The key to vacation dressing? Pack effortless, versatile pieces that make it easy to get dressed and bring you lots of joy. Bring on the prints.

The Easy Pants

Villa Everyday Wideleg

Naturally wrinkle-resistant and lightweight — meet the wideleg pant that packs like a dream.*

$128 at Vuori

Wear them with…

(1) Aritzia Little Moon Connection Linen Blouse (2) Madewell Beaded Tote (3) Anthropologie Satin Hair Scarves (4) Otra Eyewear Ivy Tortoiseshell

Click here for a full outfit breakdown.

The Matching Set

Sandshell Linen Skirt Set

Nothing is cuter (or more efficient) than a colorful matching set.

$98 at Free People

Wear it with…

(1) CAKES Cleavage™ Bra (2) Anthropologie Floral Drop Earrings (3) Sam Edelman Ellina Strappy Flat Sandal (4) Dolce Vita Linzy Handbag Natural Wood

Click here for a full outfit breakdown.

The Jorts

Low Rise Denim Bermuda Jort

You’ll probably end up wearing these 90% of the time, and we support that.

$60 at Abercrombie & Fitch

Wear them with…

(1) H&M Tie-Detail Cotton Top (2) The Sak Sola Carryall Tote (3) Anthropologie Celandine Jelly Flip Flops (4) BaubleBar Sun Drift Semi-Precious Pendant Necklace

Click here for a full outfit breakdown.

The Nap Dress

100% European Linen Smocked Midi Dress

What’s a vacation without an easy breezy midi dress?

$74 at Quince

Wear it with…

(1) Soludos The Marseille Platform Wedge Espadrille (2) Quince Sicily Sunglasses (3) Olga Berg Elle Wicker Top Handle Bag (4) Ana Luisa Dakota Marble Blue Earrings

Click here for a full outfit breakdown.

The Maxi Dress

Avani Floral Maxi Dress

A printed maxi dress is the epitome of vacation dressing.

$78 at 12th Tribe

Wear it with…

(1) Dolce Vita Alayna Heels (2) En Route Serenade of Orchid Hoops (3) JW PEI Flora Orchid Top Handle Bag (4) En Route Serenade of Orchid Bangle

Click here for a full outfit breakdown.

The Scarf Top

Maeve Silken Cowl Neck Top

Now’s the time to break out your most-fun top.

$98 at Anthropologie

Wear it with…

(1) Banana Republic High-Rise Wide-Leg Pull-On Pant (2) Missoma Spiral Small Stud Earrings (3) Veronica Beard Clea Jelly Wedge Sandal (4) Miuco Shell Purse

Click here for a full outfit breakdown.

*Denotes a sponsored product

If something’s currently out of stock, it wasn’t when we sent this. Prices may fluctuate, too. Thanks.

PS: Products you buy through our links may earn us a commission.

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Vacation outfits for every destination