From bustling city excursions to relaxing tropical getaways, stylish outfit ideas for every vacation spot.

By Samantha Peters
Updated April 24, 2018
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.
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Whether you’re a seasoned traveller or heading abroad for the first time, packing the for your vacation is one of the most important parts of the planning process Between accounting for the weather and overall vibe of your locale to the activities you’ll be doing there (and wanted to look good, to boot), you may end up stressed out and staring at an empty instead of actually filling it with the things you need—not the ideal way to kick off your R&R time. There’s no need to miss your flight over this headache-inducing task—below, find chic and functional outfits suited for a variety of different getaway, from camp sites to city sights. Outfit for City Sightseeing

To buy: $119; nordstrom.com.
Nordstrom

Image zoom 1901 Stripe Wide Leg Jumpsuit

To buy: $119; nordstrom.com. Nordstrom

Image zoom Madewell Shape Study Earrings

To buy: $18; madewell.com. Madewell

Image zoom Keds Champion Sneakers

To buy: $40; dsw.com. DSW

Image zoom Urban Outfitters Brixton Joanna Straw Wide-Brim Fedora

To buy: $44; urbanoutfitters.com. Urban Outfitters 1 of 4 Advertisement

Whether you’re jetting off to Europe or road-tripping in the USA, exploring a big city calls for exceptionally comfortable attire. A lightweight jumpsuit, like this lovely wide-legged version, will keep you cool on hot summer afternoons while offering some extra coverage when temperatures dip later in the evening. Simply pair the piece with your favorite sneakers (your feet will thank you later) and some classic staple accessories for a versatile, wear-all-day look. Outfit for a Tropical Getaway

To buy: $140; us.topshop.com.
TopShop

Image zoom Floral Maxi Dress by YAS

To buy: $140; us.topshop.com. TopShop

Image zoom Nordstrom Straw Ring Handle Basket Tote

To buy: $39; nordstrom.com. Nordstrom

Image zoom Steve Madden Karolyn Flat

To buy: $50; dsw.com. DSW 1 of 3 Advertisement

If you already live in a concrete jungle, however, you’re probably ready to swap high-rise buildings for towering palm treesc and crystal clear waters. Get in the island mood with a vibrant floral maxi and matching straw bag (perfect for toting all of your beach essentials). Opt for some slip-on sandals you can quickly remove once you reach the sand. Outfit for Relaxing Poolside

To buy: $115; freepeople.com.
Free People

Image zoom Free People Mariposa Knot Bikini Top

To buy: $115; freepeople.com. Free People

Image zoom Circus by Sam Edelman Stevie Microsuede Sandals

To buy: $60; lordandtaylor.com. Lord & Taylor

Image zoom J.O.A Eyelet Dress

To buy: $103; shopbop.com. Shopbop

Image zoom Urban Outfitters HUU Wood Circle Drop Earring

To buy: $33; urbanoutfitters.com. Urban Outfitters 1 of 4 Advertisement

Planning to be a regular at your local community pool this summer? Turn heads in a stunning eyelet dress, polished yet breathable and easy to throw on over an equally exquisite swimsuit. A chunky yellow mule creates a nice pop of color, while a pair of cat-eye tortoiseshell shades will add even more retro flair to your look. Outfit for a Nature Retreat

Forever 21

Image zoom Forever 21 Low Impact Sports Bra

To buy: $13; forever21.com. Forever 21

Image zoom Gap GFast Blackout Mesh and Shine Leggings

To buy: $70; gap.com. Gap

Image zoom TopShop Lilac Windbreaker Jacket

To buy: $85; topshop.com. TopShop

Image zoom Anthrolpologie Paisley Bandana

To buy: $28; anthroplogie.com. Anthropologie 1 of 4 Advertisement

For a vacation that involves activities slightly more rigorous than sipping cocktails, athletic wear earns a spot in your suitcase. Amp up your average gym look with a funky mesh sports bra and colorblock windbreaker to battle the chill on an early morning hike. Tie your hair up with a bandana or use it as neck scarf for a subtle dose of sophistication.