AARP Hearing Center

Have you ever gotten a snooty once-over from a tour guide or an airline ticket agent? Been so uncomfortable and cold on a plane, you couldn’t wait to land? Felt underdressed when sightseeing? Regretted wearing tight jeans and boots on a road trip? Arrived on a business trip looking like you slept in your clothes? Travel outfits can make or break any trip. As a fashion editor, stylist and personal shopper for women over 50, I know what to wear to prevent situations like these — it's my specialty. Here are the best and worst picks for all. You’re on your way!

1. For the plane/airport
Despite expedited security clearance, online check-in and preflight seat selection, days at the airport never go as planned. No matter where you’re headed, there are delays, cancellations and gate changes. Looking pulled-together but feeling comfy can de-stress any situation and possibly snag you better service.
The worst things to wear: Any clothing that invites discomfort, such as tailored zip-front pants and tight jeans, or signals a TSA pat-down, like cargo pants and voluminous skirts, is a definite no. So are bodysuits and jumpsuits that prevent getting in and out of the restroom quickly. That also goes for mules or slides that make racing to the gate a gamble. Also on the don’t-wear-this-on-planes list: midi dresses, maxi skirts and summery sandals (you’ll be extremely cold!); underwire bras and boots (breasts, legs and feet swell on board); and scents that might trigger an allergic reaction in your seatmate.
The best things to wear: Leave your baby blue joggers and heavy winter sweaters at home. Light layers in neutrals like black, white, navy and tan are the key to temperature control and giving casual outfits a classy look. One foolproof strategy combines pull-on pants like the Gap Factory Women High Rise Ponte Flare Crop Pants in Black Marl or Black ($36, gapfactory.com), a long-sleeve tee such as the Gap Modern Crewneck T-Shirt in Black ($14, gap.com), a light sweater like the Banana Republic Factory Women V-Neck Pullover in Snow Day or Black ($34, bananarepublicfactory.gapfactory.com), which can be worn or stylishly wrapped over the shoulders, and a knit jacket such as the Ann Taylor Weekend Collection Striped Knit Jacket in Winter White-Black ($39, anntaylor.com). You can also manage in-flight bloat and swelling by wearing a wire-free bra like Vanity Fair’s Body Caress Full Coverage Wireless Bra ($48, macys.com), slip-on shoes like the Vionic Uptown Skimmer Knit Slip-On in Black ($130, dsw.com) and, for those with circulation issues, a pair of light compression socks.

2. For a road trip
Car travel can be challenging, whether you’re headed cross-country to see the Grand Canyon, taking a scenic drive along the coast, or on the way to a countryside B&B. As a driver or a passenger, you will spend hours sitting in a confined space and shape (I don’t care how roomy your SUV is!), often with the AC or heat blasting.
The worst things to wear: Do your body a favor and don’t drive in snug or non-stretch jeans. The stiff, scratchy fabric and tight fit will get to you. The same goes for loose, flowy dresses, platform shoes, wedges and heavy sneakers. Remember that your legs, ankles and feet can swell when sitting for hours in a car (just like on a plane!).
The best things to wear: Once again, stick with upscale neutrals, because a well-dressed presentation at rest stops, restaurants and on-arrival counts. Plan for a relaxed mix of basics and athleisure. Start with soft joggers or pull-on stretch jeans like the Old Navy High-Waisted Weekender Pull-On Crop Wide-Leg Jeans in Dark Gray or Black ($26, oldnavy.gap.com) and a lightweight tee like the Lands’ End Women’s 3/4 Sleeve Lightweight Jersey Tunic in White ($43, macys.com). Then add a relaxed sweater such as the L.L. Bean Women’s Unwashed Waffle Sweater in Classic Navy ($60, llbean.com) or an elevated sweatshirt like Mango’s Striped Round-Neck Sweatshirt in Navy ($50, mango.com) and light, no-need-to-lace-up sneakers like the Sperry Crest Vibe Slip-On Sneaker in Black Fabric ($70, nordstrom.com).
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