Home » Travel » Travel Outfits for Summer: What to Wear on Vacation + $100 Eddie Bauer Gift Card Giveaway

Travel Outfits for Summer: What to Wear on Vacation + $100 Eddie Bauer Gift Card Giveaway

The summer travel season has arrived, and that means that it is time to pick your favorite summer vacation outfits. You want your travel outfits for summer to be versatile, cool, and comfortable! 

It is so much easier to travel light during the summer months because you don’t have to worry about big bulky coats or sweaters. You may even be able to travel with just a carry on which makes getting in and out of the airport so much easier.

This post is here to help you find some outfit ideas for your summer travels – whether you’re traveling locally by car or need a comfortable and stylish outfit for your next airport adventure.

The $100 Eddie Bauer gift card giveaway is at the end of the blog post.

SCOTTEVEST travel dress worn in Denver by Have Clothes, Will Travel
One of my favorite summer travel dresses!

*Disclosure: some of these links are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission at no extra cost to you. Thank you for supporting the brands that make this blog possible!

Summer Dresses 

Lightweight summer dresses are great summer travel outfits. They are cool, comfortable, and flowy to keep you comfortable whether you are traveling by plane, boat, car, or a combination, and they look amazing too! They’re also great to layer with a cardigan or jacket if you get chilly – especially on an airplane. (You can see my travel jacket picks at the end of the post!)

Molli Maxi Dress: Button Down A-Line Dress With Tied Sleeves In Symphony Print

Flowy Maxi Dress

A flowy maxi dress makes a great summer travel outfit. It’s comfortable to wear and can work for a variety of travel experiences. Whether you’re traveling in a country that requires modest dressing (such as Egypt or Jordan) or are simply relaxing by the beach, a loose-fitting maxi dress is a great addition to your summer travel wardrobe.

This Molli maxi dress by Jaase can be easily paired with your favorite sneakers or sandals/heels for a backyard bash or fancy dinner. I also highly recommend checking out the site Salty Crush to find more flowy maxi dresses for your summer travels!

Collaged photo of SCOTTeVEST's Daisy Dress with shoes and accessories as the perfect summer travel outfit

SCOTTeVEST Daisy Dress 

This travel dress is versatile enough to work well as a great cover-up for beach trips or as the perfect travel dress paired with sneakers or sandals for long flights and train rides. It provides comfort and convenience wherever you go. Easy to pack and lightweight, it also works as amazing resort wear and as a cute-but-goes-with-anything dress. The best part, though, is it has 8 pockets! Perfect for travel.

Collaged photo of a relaxed-fit sleeveless V-neck midi dress with shoes, clothes, and accessories as the perfect summer travel outfit

Relaxed-Fit Sleeveless Crewneck Midi Dress

A midi dress has got that easygoing style that works for both day and night, which is super handy when you’re on the move. The fabric is stretchy and comfy, so you can wander around all day without feeling restricted. This is easy to style as a casual dinner dress or a sightseeing dress for those long days of city tours and daytime adventures.

Comfortable Travel Pants

Not a fan of dresses? Not to worry! A pair of stylish but comfortable pants, or even jeans can be a part of your summer vacation outfits to keep you looking fabulous and feeling great at the airport and beyond. Pair with any of the travel tops in the next section.

Collaged photo of a Deri Linen Palazzo Pants with shoes, clothes, and accessories as the perfect summer travel outfit

Deri Linen Palazzo Pants

Linen pants are stylish yet practical pieces designed for urban and resort adventures, and this one can pair well with a comfy top and sandals for exploring the city. It’s also the perfect resortwear and beach essential, working as a cover up when lounging on the beachside, cabana, or pool.

Read next: Honest Lilly Pulitzer Review of Their Dresses for Quality & Sizing

Collaged photo of a Kate Skinny Cargo Pants with shoes, clothes, and accessories as the perfect summer travel outfit

Kate Skinny Cargo Pants

If you are looking for a comfortable pair of pants as part of your travel outfit for summer then you might like these cargo pants. These breathable, stretchy, cargo pants with skinny legs and mid-rise waist are designed with travel in mind. These wrinkle-free pants will leave you looking great, and they come in a variety of neutral colors too. I like to wear them for everything from long flights to African safaris to shopping in Europe. They’re incredibly versatile and well-made. I’ve had mine for several years, and they still look brand new. (I have the khaki color.)

Collaged photo of an Aviator Travel Jeans with shoes, clothing, and accessories as the perfect summer travel outfit

Aviator Travel Jeans 

Jeans are a must-have for any kind of travel since they offer unbeatable comfort, perfect for long flights or road trips where you need a little extra give; these are also perfect various occasions, from casual to semi-formal. You can pair these easily with a nice top and your favorite sneakers as an airport outfit, city tour outfit, or minor hike outfit.

Read next: Aviator Slim Skinny Fit Travel Jeans Review

Collaged photo of a pair of leggings with shoes and accessories as the perfect summer travel outfit


The stretchy fabric makes leggings ideal for long flights or road trips, and the high waistband adds extra comfort when you’re on the go. Leggings also pair well with pretty much anything, so you don’t have to overthink your outfit whether you’re exploring a new city, heading out for a casual dinner, or going hiking, these leggings are a staple in summer travel!

Skirts, Skorts, and Shorts

Because of the warmer summer temperatures you might decide that you would be most comfortable traveling in skirts, skorts, or shorts. These are some great options to consider. Pair with any of the travel tops in the next section!

Collaged photo of a prAna Tulum Skirt with shoes and accessories as the perfect summer travel outfit

prAna Tulum Skirt

The skirt’s sleek and simple design can be dressed up or down, making it suitable for both daytime adventures and evening outings when paired with comfy sandals. As a beach day essential, you can slip on this dress over your swimsuit for a quick and stylish beach-to-cafe transition or as a daytime exploring outfit paired with a nice top and your favorite sneakers.

Collaged photo of a black SCOTTeVEST skort with shoes and accessories as the perfect summer travel outfit

SCOTTeVEST Scarlet Skort

Skorts lets you move freely without worrying about wardrobe malfunctions. It has a sleek and sporty design that makes it suitable for both active and casual wear, not just limiting its versatility as a golf or tennis outfit. It also works well as a trail outfit when paired with an active top and cap or as a stylish daytime outfit when exploring museums and famous landmarks.

Collaged photo of Athleta Arrival Skirt with shoes and accessories as the perfect summer travel outfit

Athleta Arrival Skirt

A midi skirt has a laid-back, dainty vibe that works well for just about any occasion, location, or event and that you can pair it with a fitted top with sandals or sneakers and still have versatile options for styling it on your trip. Alternatively, you could amp up the look with a white button-up and heeled sandals. Midi skirts are a comfortable wear for travel and transitioning into the summer.

Collaged photo of a camo prAana Halle Shorts II with shoes and accessories as the perfect summer travel outfit

prAna Halle Shorts II

These types of shorts have a fabric that allows you to move freely and comfortably, perfect for any activity, especially hiking or trekking. These shorts also pair well with a simple tee or a tank top along with a vest/pullover with sneakers so you’re prepared for a rugged day on the trail. When not hitting the trails, these shorts are perfect for touring while staying comfortable and looking great.

Comfortable Summer Shirts and Blouses

The perfect shirt or blouse for travel is one that looks and feels great, without becoming a wrinkled mess. Here are some you will enjoy wearing as you travel this summer. 

Collaged photo of a white Flo Pima Cotton Tank with shoes and accessories as the perfect summer travel outfit

Flo Pima Cotton Tank

With its sleek, simple styling, this tank can be dressed up with a skirt and sandals for or paired with cargo pants/trail shorts for a day of hiking and sightseeing. The classic cut and high-quality material ensure that this type of tank will look great season after season, making it a smart investment for your summer travel wardrobe.

Collaged photo of women's departure 2.0 shirt with shoes and accessories as the perfect summer travel outfit

Women’s Departure 2.0 Shirt

This shirt is a great fit for travel and hiking. It’s made from lightweight, breathable fabric that keeps you comfy whether you’re hitting the trail or catching a flight. Its sleek and polished look can also transition from day outings to more formal evening events with ease.

Collaged photo ofAlex Vando's women's dress shirt with shoes and accessories as the perfect summer travel outfit

Alex Vando Women’s Dress Shirt

The classic button-down style is versatile, letting you go from a day of exploring to a casual dinner with ease. You can style it perfectly with a skirt/shorts or with white or floral pants, and a pair of sandals for a laid-back look. This is your go to top when you want to look smart and feel comfortable while traveling and soaking in culture.

Collaged photo of Foxcroft Women's Taylor 3/4 Sleeve Shirt with shoes and accessories as the perfect summer travel outfit

Foxcroft Women’s Taylor ¾ Sleeve Shirt

The classic button-down style pairs well with a denim midi skirt or jeans for a chic look, whether you’re exploring or heading out for a casual dinner. You can rock it with boots for a stylish touch or keep it laid-back with loafers. This shirt would pair well with anything from skirts, and leggings, to shorts or pants.

Travel Vests, Jackets, and Cardigans

Travel vests, jackets, and cardigans are great to include as part of your summer airport outfits. They can keep you warm on a cold plane, and they give you some extra room to store your stuff! 

Collaged photo of Delaney's travel vest with shoes and accessories as the perfect summer travel outfit

Delaney Travel Vest

This wrinkle-free vest is perfect for traveling because it’s lightweight, versatile, and packed with practical features. The vest pairs perfectly with black pants and a mesh top for a stylish yet functional look. It’s a great fit for hiking or any outdoor activity where you might need a lightweight accessory to stay comfortable, with convenient and extra pockets for snacks or small gear.

Collaged photo of SCOTTeVEST's Lucille Cardigan with shoes and accessories as the perfect summer travel outfit

SCOTTeVEST Lucille Cardigan 

This cardigan is lightweight and easy to layer, making it practical for various weather conditions. It pairs nicely with a dress for a relaxed look or with a Cami top and pants for a light adventure outdoors. It’s perfect for sightseeing, where you might need an extra layer for cool mornings and evenings, and great for travel days when you want to stay cozy on a plane or train. The cardigan also works well for casual dinners or relaxed outdoor events, keeping you comfortable while looking stylish.

Collaged photo of Eddie Bauer's ascent wrap with shoes and accessories as the perfect summer travel outfit

Eddie Bauer Ascent Wrap 

Comfortable, stylish, and functional, this wrap pairs perfectly with a crewneck shirt and pants or a casual black dress, making it ideal for layering. It’s great for sightseeing, as well, whether you’re exploring a city or enjoying a walk in the park. The long line wrap provides that extra bit of warmth and coziness for cooler evenings or breezy days. It’s also perfect for casual outings, like dining outdoors or attending an outdoor concert, where you want to stay comfy and look good. The relaxed fit and versatile style make this wrap a reliable go-to for any adventure.

Collaged photo of SCOTTeVEST's essential jacket with shoes and accessories as the perfect summer travel outfit

SCOTTeVEST Essential Jacket 2.0

Another a fantastic travel companion offering practicality and style, this vest is meant for outdoor adventures, thanks to its lightweight and breathable fabric. Pair it with trekking pants and a tank top for a day hike, or throw it over a travel dress for a relaxed evening out or days when you need an extra cover up. These kinds of vests are ideal for hiking, sightseeing, or chilling outdoors.


Jumpsuits and rompers are another comfortable, fun, and stylish option that you can wear for summer travel. Pair them with some summer sandals, and a cardigan for layering on the plane, and you have a perfect summer airport outfit. 

Collaged photo of an orange V-neck short sleeve drawstring waist romper with shoes and accessories as the perfect summer travel outfit

V-Neck Short Sleeve Drawstring Waist Romper

A fantastic outfit for summer travel and outdoor fun, this romper is stylish as it is comfy, making it perfect for beach days, sightseeing, or casual dinners. You can wear it with cardigan and sandals for a relaxed, chic look when traveling or as a cover-up when you’re hanging out by the pool or going on a boat ride or day cruise.

Collaged photo of a fit and flare beige cami jumpsuit with shoes and accessories as the perfect summer travel outfit

Fit & Flare Cami Jumpsuit

Perfect for those days when you want to throw on something simple yet totally stylish, this jumpsuit is a must-have. You can dress it up with some heels for a night out or keep it chill with sneakers for a day of traveling. You can mix and match with a variety of accessories like a cropped jacket or cardigan. It’s also a great in-between piece for when you want to wear something more than a dress but not necessarily a gown; this is one of the easiest pieces to style when traveling.

Collaged photo of a blue sleeveless wide leg jumpsuit with shoes and accessories as the perfect summer travel outfit

Blue Sleeveless Wide Leg Jumpsuit

This jumpsuit’s vibrant blue color pops, while the wide legs and sleeveless design keep you cool and breezy all day long. Jumpsuits like these are great alternatives to dresses when planning your travel outfits for summer since they offer more chicness without the fuss and is a one and done outfit deal. You only need to accessorize well and pair it with shoes, sandals, and a hat if it’s super sunny. You can easily slip this on or off and is perfect for occasions that are more on the laid-back or casual side.

Packing List For Summer Travel 

Here is a handy packing list that you can use for your summer travel this year, to make sure that nothing important gets left behind! 

Rolling Suitcase

A rolling suitcase makes getting through the airport so much easier for you! These Samsonite rolling suitcases come in a variety of sizes whether you are looking for a carry-on or a checked bag. They also come in lots of different colors, these hard-sided suitcases will keep your stuff safe and secure and they come with a ten-year warranty. 

Bagail 6 Set Packing Cubes,3 Various Sizes Travel Luggage Packing Organizers
These are the packing cubes I use.

Packing Cubes

Packing cubes make packing your luggage so much easier, and they help you to keep everything organized too. Packing cubes can come in handy whether or not you are packing a suitcase, or just traveling with a carry-on for the weekend. 

Narwey Hanging Travel Toiletry Bag Cosmetic Make up Organizer for Women and Men (Medium, Orange Leopard)

Travel Toiletry Bag

A travel toiletry bag is a must-have for summer travel so that you can keep all of your make-up and skin-care items neat and organized. This travel toiletry bag can be hung from a towel rack or door hook so that you can easily access everything. This bag has three separate mesh compartments as well as two compartments for make-up brushes, and toothbrushes. It also comes in a variety of colors and prints! 

Travel Duffel Bag, Sports Tote Gym Bag, Shoulder Weekender Overnight Bag for Women

Tote Bag Carry On

Using a tote bag for your carry-on gives you plenty of room to carry everything you need for a weekend trip, or all of your flight essentials. You’ll have room for everything from an extra outfit for when you land to your sweater for a chilly flight. 

Travel Wallet/Passport Holder

Keep your plane tickets, passport, identification cards, and credit cards all in one convenient place. This travel wallet also offers RFID protection to keep your information from being stolen, is waterproof, and comes in lots of colors and patterns. 

Hand Sanitizer

At this point, hand sanitizer is a part of everyday life, and not just travel. These hand sanitizer bottles are nice because you can clip them to your purse, backpack, or carry-on. 

Portable Charger

The last thing you want is to have a delayed flight and arrive at your destination with a dead cell phone. A portable charger ensures that all of your devices are charged when you arrive. 

Lip Balm 

Sometimes the dry air on the plane can leave your lips feeling chapped, be prepared by having some lip balm with SPF protection in your carry-on. 


Summer wouldn’t be complete without a cute and comfortable pair of summer sandals. Even if you travel with sneakers or other shoes, you can slip a pair of sandals in your carry-on bag for when you arrive. 

Pack your favorite summer travel outfits from the suggestions above. Make sure that you don’t forget to toss your travel jacket, cardigan, or favorite sweatshirt in your carry-on bag in case you get cold on the flight! 

No matter where you plan to travel this summer, these summer airport outfits will have you arriving in comfort and style. Which are your favorite summer vacation clothes? Do you have any favorites to share? 

Now, because some of my favorite travel clothes (for all seasons) have come from Eddie Bauer, I’m hosting a $100 Eddie Bauer gift card giveaway below! Just enter in the widget, and I will announce the winner in the widget and contact them via email once the giveaway closes. This giveaway is only open to US Residents.

$100 Eddie Bauer Gift Card Giveaway

Travel Outfits for Summer: What to Wear on Vacation


  1. Gabrielle says:

    I always go boho with a gauzy blouse and maxi skirt when traveling.

  2. The Eddie Bauer Ascent Wrap suggestions would be ideal for the summer 🙂 Thanks!

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.