Everyone wants to travel in style, but no one wants to sacrifice on comfort. The good news is you don’t have to. The best travel outfits are the ones that combine both and that you feel great in. After all, we all know that the clothes you wear for travel can make or break your trip. Whether you are planning a spring break getaway, a summer vacation or holiday travel, you’ll want to have some chic travel outfits to wear that are both comfortable and look stylish. (I mean, you never know who you might run into along your journey!)
In order to put together some outfit ideas for your next trip, I’ve asked personal stylists for their recommendations and tips! The best thing about these looks is that not only are they travel friendly, they are also versatile enough to wear in different ways throughout your vacation. Here are some extremely chic and effortless outfit ideas for your travel days ahead! Whether you are traveling by plane, car or boat, you’ll want to emulate these looks.
Bon Voyage!
Best Airport Travel Outfit
Whether going on a business trip or traveling for pleasure, the perfect travel outfit is one with versatile layers that blends comfort and style. Personal stylist Stephanie Schweitzer recommends a matching set in neutral colors like this Clara Set from Kilte. It’s a soft cotton cashmere set with a long-sleeved shirt and wide-leg pants that is perfect for travel. “A monochrome color palette keeps things chic and put together. And a great tote doubles as a beach/ pool bag for warm climate travel.” She also loves to wear comfy socks, chic white sneakers and a cute hat like this Celine baseball cap which adds instant style to a neutral look. Adding a light jacket is always a good idea to have on hand on the plane or when traveling to colder climates.
Chic Travel Outfit For Long Flights
When it comes to comfy travel outfits, a versatile “sweat set” is always the best choice. It looks put together but offers both comfort and versatility which is key when traveling. Layer a cozy sweatsuit like these Varley pants and button-up sweatshirt over a white tee and wear comfortable sneakers like these retro shoes from Autrey. Comfortable footwear is key, especially at the airport where your gate could be a mile away from the entrance. Wearing black & white “plane outfits” allows you to easily add a pop of color or print to your look like this red tote bag and leopard print scarf.
NYC based stylist, Rhonda Marinoff, also recommends wearing a sophisticated comfy set for maximum comfort on upcoming travels. She loves to wear this Leallo sweatshirt and sweatpants with a pair of ON Cloudtilt sneakers for the most fashion forward travel clothes when crossing the jet bridge onto your flight.
If you’re planning an international trip. here’s what to wear on an overnight flight.
Versatile Road Trip Outfit
The Stylist at Avenutra Mall, Kimmie Sussman, recommends “a machine-washable jersey maxi dress, combining comfort and style for life on the go, especially if you’re on the road in the summer or warmer climates. Layer it with a classic denim jacket and slip into chic sandals for an easy, polished look perfect for a leisurely lunch stop. Versatile and low-maintenance, it’s a must-pack piece for your next adventure.”
The versatile pieces that make up chic travel outfits like this one can be worn again on your trip for multiple events, depending on where your adventure takes you. A lightweight jacket like this classic jean jacket is a great layering piece over pants, shorts or a dress. The effortless slides are easy to slip on and off throughout your travels. And this Longchamp bag is a versatile and stylish option you can wear as a shoulder or crossbody bag and is the perfect size for all of your daily essentials.

TOP / SHORTS / BELT / BALLET FLATS / BAG / HAT / NECKLACE / SUNGLASSES
Chic Boat Trip Outfit
Kimmie Sussman also recommends this knit top with crisp shorts as the perfect boat day ensemble. “Whether gliding through canals by gondola or setting sail on a yacht, a pair of elegant shorts and a knit top are effortless staples for exploring new destinations. Complete the look with chic yet comfortable flats, perfect for strolling on deck or wandering through charming streets. Stylish and versatile, this ensemble is your go-to for seamless adventures on and off the water.”
Chic tank tops in breathable fabrics and breezy shorts are a great travel outfit that is both comfortable and effortlessly chic. Mesh ballet flats paired with a raffia bag and hat add a huge dose of style. Accessorize with an elegant belt, a gold necklace and a pair of black sunglasses to complete your look.
Travel Outfit: Straight to an Event
After a long journey, Kimmie recommends heading straight to dinner in an effortlessly chic slip dress that packs light in wrinkle-resistant fabrics. This is the perfect outfit to step off the plane or out of the car and head straight to an event. She says to elevate the look with versatile metallic accessories that seamlessly complement the rest of your travel wardrobe. Kimmie loves this look as it’s “simple yet sophisticated, this ensemble ensures you’re polished and ready the moment you arrive.” Consider a great piece like this travel dress when heading to your next event. Adding a beautifully printed scarf is a great way to complement the rest of your accessories and tie the entire look together.
Travel Outfit Tips:
Layering is Key
It’s a good idea to wear layers for different temperatures and weather you might encounter while traveling. Plus the layers are great to mix & match while on your trip to create various outfits with each piece. Adding a large scarf in a lightweight fabric also helps for extra warmth while traveling or to add a color/ print to your chic travel outfits.
The Right Luggage Matters
Using a quality rolling suitcase and tote bags with plenty of room help make your travel experience so much easier. And stylish bags only enhance your chic travel outfits! Make sure to use the right size when flying so they fit in the overhead compartment or seat in front of you and keep everything you need within reach. I also love to use smaller pouches to keep everything organized in my luggage like chargers, travel documents and beauty & skincare products. Here is what I always pack in my carry-on!
Wear Comfortable Shoes
Whether you’re into the latest sneakers or love a pair of flats, wearing shoes that are comfortable so that you can walk long distances is key, especially at the airport. And having them with you will come in handy if you are planning to site see or get some exercise in while on your trip.










