4 Foolproof Outfits For Every Vacation Locale

Every serial jetsetter has a travel personality: the tropical-drink-toting sun devotee, the trend-obsessed city explorer on the hunt for the best 'gram, the unplugged, cabin-in-the-woods morning meditator. No matter which you are, finding outfits that match your vacay vibe — and that are comfy enough to carry you through the week without an emergency Band-Aid run — ain't easy. And now that the season for traveling is officially upon us (those rolled-over PTO days aren't going to use themselves), the search for perfect getaway staples that'll take you around the world and back in style is officially on.
If packing isn't exactly your forte (tbh, whose is it?) or you're simply in need of some fresh new destination threads, we've curated four practical yet insanely chic outfit formulas that are bound to be a match for every locale on your wander list. From the season's trendiest wicker bag to a playful retro swim set to the most walkable pair of wedges we've ever seen (thank you, Clarks), click through to find your newest vacation heroes. Our one request? Be sure to save some room in your suitcase to take us with you.
1 of 4
Big City Sightseeing

No matter which metropolitan hub is next on your list, a city trip calls for long days hopping from trendy cafes to art exhibits to hidden biergartens — so comfort is key. For a look that'll get you from point A to point B (and every side street in between), opt for a flowy midi-dress with a punch of color, a roomy crossbody bag to stow your necessities, and a pair of supportive platforms, so you can keep up with the locals without missing a beat.
2 of 4
Heading West

Planning a trip to the West best coast? Be the star of your own modern Western and rock a crisp denim jumpsuit, a straw fedora, and blush slip-on mules. Add in a trendy fanny pack (you'll be happy to have your go-to face mist on hand in the dry desert heat) and a pair of statement earrings to round out the look.
3 of 4
Poolside R&R

Whether you're chillin' in a swanky cabana with a drink in hand or taking in all the views next to crystal-clear waters, this flirty retro swimsuit and throw-on-and-go dress combo is sure to turn heads — and rake in all the Likes. Finish it off with a rainbow-striped straw clutch, chunky open-toe sandals, and, of course, some SPF.
4 of 4
Countryside Excursion

If you're a city dweller, an escape to the countryside means a chance to unwind and embrace a slower pace. (Heck, you might even turn off your iPhone notifications for a few days.) To soak in all the charm the countryside has to offer, opt for a breathable top and wide-legged trousers paired with comfy wedges, a statement wicker bag, and eye-catching earrings.

More from Shopping


R29 Original Series