By Dobrina Zhekova
June 26, 2019
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Sven Hansche / EyeEm

Packing for a warm-weather trip during the dead of winter is the best. Gone will be the days of heavy, bulky layers and instead, we welcome the no-fuss, lightweight frocks and sandals into our suitcases.

When the climate allows, a casual dress and jacket is go-to uniform for travel. You can move freely, and once you arrive, you won’t need to spend extra time at your hotel changing into a cute outfit.

Related: 17 Pairs of Sunglasses for Your Next Adventure

Of course, not all dresses are created equal. We don’t need to tell you that a skin-tight, bodycon number is not really the way to go when it comes to traveling in comfort. Opt for a semi-loose or loose silhouette that you can easily accessorize with a belt for a more structured look.

In terms of length, it all depends on what you’re comfortable with, but we’d look for something that either hits right below the knee or is longer — you can never go wrong with a maxi dress in a bold floral print. And if you plan to wear it on the plane, a casual dress in cotton or rayon would feel best, because these fabrics allow your skin to breathe and control moisture.

Wayf Blouson Midi Dress

Courtesy of Nordstrom

This softly pleated midi dress is so simple yet so elegant. It’s fully lined and has a loose fit.

To buy:, $42 (originally $69)

Free People Sunrise Wanderer Mini Dress

Courtesy of Free People

Leave it to Free People to create a boho-inspired dress that’s functional (we love the front pockets!). You won't need to wait for a trip to wear this one.

To buy:, $148

Grecerelle Sleeveless Racerback Maxi Dress

Courtesy of Amazon

This simple number — the bestselling maxi dress on Amazon at the moment — is crafted from a comfy, stretchy fabric and has pockets.

To buy:, from $19

Loveappella Maxi Dress in Midnight Blue

Courtesy of Nordstrom

We’d wear this loose maxi dress everywhere if we could — it has the most comfortable cut ever. Pair it with a belt for a more fitted look.

To buy:, $68

Aventura Clothing 'Sybil' Dress

Courtesy of

This effortlessly chic dress has a comfy relaxed fit, long sleeves, and front pockets.

To buy:, $35

Everlane 'The Japanese GoWeave' Short-sleeve Mini Wrap Dress

Courtesy of Everlane

Crafted from a wrinkle-resistant and cooling Japanese fabric, this dress is the perfect outfit choice for a long flight — or a night out with some platform heels.

To buy:, $100

Karen Kane Tiered Chambray Maxi Dress

Courtesy of Amazon

This chambray dress has a classic V-neck, A-line silhouette but looks so modern thanks to the tiered ombré effect.

To buy:, from $68

MakeMeChic Tie-dye Dress

Courtesy of Amazon

This oversized tie-dye dress has two slits on the sides as well as two side pockets, and is the multifunctional dress you need in your closet this summer.

To buy:, from $25

Milumia Maxi Dress in Yellow

Courtesy of Amazon

This flowy, boho-inspired dress will make you the chicest passenger on board.

To buy:, from $20

Lilly Pulitzer 'Melody' Maxi Dress

Courtesy of Lilly Pulitzer

Lilly Pulitzer’s signature vibrant prints always remind us of tropical destinations. This maxi dress features a flattering, waist-hugging silhouette and is comfortable enough that you can wear it to both the pool bar and to brighten up the post-trip plane ride home.

To buy:, $228

Free People Wild Horses Embroidered Long Sleeve Minidress

Courtesy of Nordstrom

This airy red, white, and blue dress is perfect for a Fourth of July weekend trip.

To buy:, $89

Reformation 'Rou' Midi Fit & Flare Dress

Courtesy of Nordstrom

We can totally see ourselves landing in Paris and going for a quick apéritif in this fit-and-flare number.

To buy:, $98

Fig Clothing Joe Dress

Courtesy of Zappos

If you’re off to a place with plenty of sunshine, you’ll also appreciate that Fig features UV protection in its collections, too.

To buy:, $89