Airline tickets: check. Room reservations: check. Packing for that long-awaited getaway vacation: well, that may need a little more thought!
Few things get us more excited than packing and planning outfits for a fabulous trip. Our Zappos stylists have picked out some key pieces to complement each of the different activities you’ll surely be partaking in during your vacation, from a nice dinner date to sightseeing, each of these stylish and cohesive looks will have you basking in vacation bliss in no time!

Night Out
A flowy printed maxi dress, like the BCBGeneration Pleated Maxi Dress, is the ultimate go-to piece that instantly adds an effortlessly chic presence. Keep your footwear sleek and minimal when going with a busier print like this. We love a gladiator flat sandal like the Cole Haan Deandra Gladiator. A simple ALDO handbag in a neutral hue and some bold red jewelry like Lucky Brand Expedition Red Coral Earrings and Lucky Brand Cross Culture Bangles make this down-to-earth date look a real hit.
Beach/Pool Day
To really bring out a sunkissed tan, try wearing a white bikini like the Ella Moss Sahara separates. A pair of minimal T-strap sandals, like the Lucky Brand Georgia, gives a more sophisticated look than your average rubber flip flops. Of course, you’re going to need something to carry your beach essentials in. The Big Buddha Mission Bag is a pretty version of the classic beach straw tote, perfect for keeping your magazines, sunglasses, sunscreen, and everything else you need for basking in the sun. Don’t forget to protect your hair and face with a laid-back Steve Madden straw hat.
Around Town
For a day of sightseeing, pick cute and comfy pieces like the Steve Madden Flutter Ruffle Top and AG Malibu Bermuda Shorts. If flats aren’t your thing, try a pair of platform wedge sandals like the Nine West Bottos for a good combination of stability and height. Keep yourself hands-free all day with a crossbody bag like the Fossil Tava. A dainty Fossil bracelet and MICHAEL Michael Kors La Palma sunglasses finish off this charming look for exploring the town.
Airports
Last but certainly not least, planning comfy yet stylish outfits for the airport and plane is essential for the trendy traveler. A flowy top, like the Brigitte Bailey Sarienne Cinched Tunic, is a great option. Wear it over comfy black leggings like the Culture Phit Natalie. A pair of flexible flats is essential for traveling because it’s not only comfortable, it’s easy to slip on and off at security checkpoints. Again, we highly recommend a roomy crossbody bag like the Aldo Santomenna. This keeps your hands free and your tickets and other essentials at close reach. When choosing luggage, pick something that’s easy to spot at baggage claim. Try a printed and/or brightly-colored one like the Anne Klein Around Town 20” Expandable Rolling Suitcase.
With a little planning and the some key pieces, you’ll ensure a stylish and comfy vacation without having to worry about what you’ll wear from day to day. Remember to keep the weather in mind as well. Check the weather forecast before you start packing. Happy travels!