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5 Comfortable Travel Outfits for Women Over 60

By Sandra Roussy January 28, 2024 Makeup and Fashion

Going on vacation? Going on a work-related trip? Picking your outfit for the travel part of your journey is important. You want to be comfortable, look nice, and definitely not frumpy. There is no need to look like you have your gym sweats on while you travel. Let’s take a look at some travel outfit ideas for women over 60.

  1. Cruising Travel Outfit – A boat neck striped long-sleeve top is perfect for a nautical-inspired outfit. It can easily be paired with white pants or jeans to complete the nautical look. 
  2. Travel Outfit for The HolidaysLeggings are always a good idea when traveling. Choose leggings in stretch fabrics that are both comfortable and flattering. Leggings in Ponte fabric are a great choice. 
  3. Travel Outfit for a Warm Destination – Comfortable shoes are a crucial item to have when traveling. You need shoes that are comfy when you are walking through airports and standing for long periods. Flats, like these from Easy Spirit, are your best choice for these occasions. 
  4. Long Haul Travel Outfit – Whether traveling with a checked bag or a carry-on, you will need a personal bag that follows you everywhere. You will probably be traveling with your essentials, like your phone, a tablet, books, and other items. A tote bag, a duffel bag, or a weekender bag are all excellent choices to keep your belongings safe. Remember, the bigger the bag, the more stuff you put in it. Be conscious of the weight of the bag when full.
  5. Travel Outfit for a Cold Destination – A scarf can be a life-saver while traveling. It can double as a pillow or a  blanket if needed. This blanket/scarf from Barefoot Dreams is the perfect travel companion.

Things to Think About When Traveling

The clothing items you choose will depend on what type of transport and how long the traveling will be. Also, the weather at your final destination needs to be taken into consideration. Will you need warm clothing as you step out of the airport?

Choose fabrics that have stretch, like 4-way jersey and cotton/spandex mixes.

There are versatile things like scarves that come in handy while traveling. I always travel with a scarf. I have used it as an accent piece, to keep myself warm on a flight, as a pillow, and then I can use it as a sarong if I’m at the beach or pool.

Typically, I travel with the same outfit to come back. Makes packing easier.

Things to Avoid When Traveling

Don’t wear new shoes while traveling. Break in new shoes by wearing them several times before heading out. Not just around the house. Trust me on this one.

Avoid constrictive clothing and tight waistbands if you’ll be sitting for long periods of time. Also, complicated items like one-piece jumpers and long flowy skirts are not a good idea.

Travel Outfits for Women Over 60

Best Cruising Travel Outfit

Are you heading to a cruise? Capture the nautical feeling on your way to the ship by creating an outfit with a maritime touch. Opt for a striped top and white pants for that classic nautical look. Complete your look with a season-appropriate scarf—choose a lightweight one for warmer months and a cozier version for colder travels.

I love striped tops that can easily be paired with white, red, or khaki bottoms and, of course, indigo jeans.

Achieve this relaxed and stylish look with this boat neck striped long-sleeve top and white cropped pants from J.Jill. Keep it casual and comfortable by pairing your outfit with flats, a blue scarf, and a practical weekender bag. This simple travel outfit strikes the perfect balance between comfort and style. 

If traveling in chilly weather, add a denim jacket to your outfit. 

STYLE & CO Petite Denim Jacket, Created for Macy's

STYLE & CO Petite Denim Jacket, Created for Macy’s

Best Travel Outfit for the Holiday Season

Are you set to join family or friends for a special celebration? Striking the right balance between style and comfort is key for your travel attire. Consider this suggestion for an elegant look that ensures you arrive in both chic and comfortable fashion.

Leggings make for a practical and comfortable choice while traveling. Pair them with a long, colorful tunic for a stylish look. Stay warm with a cozy wrap, and carry your essentials in a satchel bag like this one from Talbot’s. Complete the outfit with fashionable booties, adding a touch of sophistication. This well-coordinated and comfortable outfit is perfect for your journey.

Best Travel Outfit for a Warm Destination

Are you planning a getaway to a warm and sunny location? Hoping to make a stylish entrance, conveying your readiness for some fun in the sun? You can achieve an outfit that perfectly balances functionality and coziness without appearing overly beach-ready. Create a look that distinctly signals vacation time while ensuring both practicality and comfort.

Lane Bryant is a go-to for the curvy ladies. These pull-on boyfriend jogger jeans are excellent for traveling – comfortable design in a casual denim look. Pair your jeans with a white T-shirt and a colorful wrap to keep you warm while traveling. Add some comfortable flats and a cute duffel bag, and you’re ready to go!

Best Long-Haul Travel Outfit

Planning a lengthy flight? International travel often entails extended hours in airports and, potentially, layovers. It’s crucial to prioritize utmost comfort in your clothing, considering the possibility that you may have to catch some sleep in them!

A black-and-white outfit is a timeless look that is both elegant and easy to put together. This is always my go-to when traveling for long periods and spending countless hours in airports. These cashmere wide-leg pants from Splendid are the epitome of comfort and style. Match the pants with a turtleneck cashmere sweater, a comfy wrap (that can double as a blanket), a tote bag that comes with an essentials pouch, and some super comfortable slip-ons from Dr Scholls

Best Outfit for a Cold Destination

Traveling during the cold months? Layers are your friend. You can go from warm airports, to cold airplanes, to even colder exterior weather. Pick layering pieces that are easily packable and preferably wrinkle-free.

These pants from the Chico’s Travelers collection are super comfortable, fit great, and are wrinkle-free. Match it with the jacquard jacket from the same Chico’s collection for a perfect set. You can add a touch of color with a colorful long-sleeved shirt in your favorite color if you wish. The blanket/scarf is an ideal addition to keep you warm while traveling during the chillier months of the year, and the booties from Sorel will keep your toes cozy and warm.

Let’s Have a Conversation:

Will you be traveling soon? What type of traveling will you be doing? What are your favorite go-to outfits when you travel? Tell us in the comments below.

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The Author

Sandra is the middle-aged woman you hear about who sheds everything she owns and sets out into the world to rediscover and redefine herself. After more than twenty years spent in the fashion industry designing collections for brands such as La Senza, Victoria’s Secret, and JACOB Lingerie, she shifted her path and pursued her longtime passion for writing, traveling, and photography. Sandra was published in the NY Times best selling book Eat Pray Love Made Me Do It. A deeply personal essay hand-picked by Elizabeth Gilbert about loss, facing fears, and going after dreams. Visit her website:

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