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10 Packing Tips for a Warm-Weather Getaway

Travel lighter and still vacation in style


I bet you're dreaming of sandy beaches, turquoise water and swimming with dolphins right about now. (Or at least trading your puffer and boots for a sundress and sandals.) A brief midwinter break always sounds like a great idea — until the packing part. Have you ever crammed your carry-on with every possible thing, only to realize on arrival that you got it all wrong? Me, too! That's mainly because we overpack. At 50, a sunny weekend away could mean anything from pool-lounging and casino-hopping in Vegas to rides with the grandkids in Orlando or strolling the French Quarter in New Orleans. Here's how to dive in.

spinner image A brunette woman riding an escalator in black jeans white shirt and a tailored jacket a blonde woman at an airport wearing black jeans and a chic grey sweater and a mature woman wearing a peach sweater and plaid ankle pants
Hybrid Images/Getty Images; Maskot/Getty Images; RealPeopleGroup/Getty Images

1. Dress up for the plane

Sure, you're headed toward sun, but don't pull out the flip-flops just yet. Transitional pieces in lightweight fabrics like ankle pants or cropped jeans and a stylish light sweater or blazer provide a pulled together look with enough coverage for icy plane temperatures and chilly airport delays. And it never hurts to look a little polished when you check in, either. It just might snag you an upgrade or better service at resorts, hotels, inns and restaurants.

spinner image A woman wearing a Gap Gauze Jumpsuit another woman wearing A New Day Women's Sleeveless V-Neck Jumpsuit and a third woman wearing an Old Navy Jersey Tie Belt Plus Size Jumpsuit
(Left to right) Gap Gauze Jumpsuit; A New Day Women's Sleeveless V-Neck Jumpsuit; Old Navy Jersey Tie-Belt Plus-Size Jumpsuit
Gap; Target; Old Navy

2. Do more with less

We're used to packing lots of tops and bottoms for mix-and-match options. Sounds good in theory, but just two stylish one-stop items like a loose dress (see item No. 3) and a jumpsuit make more multitasking sense now. Choose a solid-color ankle-cropped jumpsuit in a soft stretch knit or light woven fabric — like the Old Navy Jersey Tie-Belt Plus-Size Jumpsuit ($43, oldnavy.gap.com); A New Day Women's Sleeveless V-Neck Jumpsuit ($30, target.com); Gap Gauze Jumpsuit ($90, gap.com); or Banana Republic Sandwash Modal Cropped Jumpsuit ($95, bananarepublic.gap.com). Look for wide legs, an elasticized waist or tie belt, and your favorite sleeve length (everything from sleeveless to cap to long). Accent this and all your trip-wear with hoops or dangly earrings, as well as slim-stacked bangles that take up no room and are literally cooler than necklaces or scarves.

spinner image A woman in an black Old Navy Sleeveless Plus-Size Jersey Swing Dress a second woman wearing a coral A New Day Women's Sleeveless Tiered Dress a third woman in a khaki green H&M+ V-neck Dress and a fourth woman wearing a Loft Beach Short Sleeve Maxi Dress
(Left to right) Old Navy Sleeveless Plus-Size Jersey Swing Dress; A New Day Women's Sleeveless Tiered Dress; H&M+ V-Neck Dress; LOFT Beach Short Sleeve Maxi Dress
Old Navy; Target; H&M; LOFT

3. Add a loose-fitting dress to your list

Like jumpsuits, this one-and-done outfit is a suitcase- and time-saver. Pick your preferred length — short, midi or maxi — and wear it as a beach cover-up by day, dinner dress at night. Leave the Spanx at home and choose a short, swingy A-line trapeze shape — like Old Navy Sleeveless Plus-Size Jersey Swing Dress ($33, oldnavy.gap.com) or a longer style like the A New Day Women's Sleeveless Tiered Dress ($30, target.com) — or go with a roomy shift such as the H&M V-neck Dress ($25, hm.com/us) or maxi dress like Loft Plus Beach Short Sleeve Maxi Dress ($90, loft.com).

spinner image A woman in a dark green swimsuit using a ladder to get out of the swimming pool and another woman in a blue swimsuit sitting on a beach
kali9/Getty Images; Kraig Scarbinsky/Getty Images

4. Pack clever shorts substitutes

Instead of agonizing over leg veins, wiggly thighs and the shorts situation — just ignore them. Let a lightweight midi skirt and a pair of cropped pants provide an airy solution; they look great with any black or white tank to tee. A bright mid-calf skirt — like the Gap Embroidered Midi Skirt in Yellow Mustard ($70, gap.com) or the H&M Flared Skirt ($35, hm.com/us) — and loose relaxed pants — like the Old Navy Mid-Rise Cropped Linen-Blend Pants for Women in Feather ($40, oldnavy.gap.com) or A New Day Women's Plus Size High Rise Cropped Wide Leg Pants in Cream ($30, target.com) — make choosing between Bermuda shorts and cutoffs unnecessary.

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spinner image A woman in a dark green swimsuit using a ladder to get out of the swimming pool and another woman in a blue swimsuit sitting on a beach
kali9/Getty Images; Kraig Scarbinsky/Getty Images

5. Treat yourself to two new swimsuits

Your old black tank isn't going to cut it, so splurge on two “this season” suits to ramp up your body-positive attitude. You'll always have a dry spare — and no excuses to hide in a sarong! A holiday away from home is the best time and place to get out of your fashion comfort zone and experiment with a swimsuit in a print, color or style that you haven't worn before. Whether you're going to a fancy beach resort or spending a weekend at an Airbnb with family, choose swimsuits that make sense with your activities.

spinner image A woman wearing a black and white Swimsuits for All Manhattan One Shoulder One Piece Swimsuit another woman wearing a leaf black Sea Angel Women's Plus Size Cold Shoulder Ruffle One Piece Swimsuit and a third woman in a H&M One-Shoulder Swimsuit
(Left to right) Swimsuits for All Manhattan One Shoulder One Piece Swimsuit; Sea Angel Women's Plus Size Cold Shoulder Ruffle One Piece Swimsuit; H&M One-Shoulder Swimsuit
Swimsuits for All; Target; H&M

6. Choose one swimsuit with some sizzle

You don't need a bikini or a plunging halter neckline (although if that's you at 50, just go for it). Look for a one-piece suit that highlights your fabulous shoulders but keeps body-flattering benefits like a power mesh lining, molded cups or a ruched torso your secret. Choose a one-shoulder suit — like the Swimsuits for All Manhattan One Shoulder One Piece Swimsuit ($98, swimsuitsforall.com) or the H&M One-Shoulder Swimsuit ($30, hm.com/us) — or a flirty cold-shoulder style such as the Sea Angel Women's Plus Size Cold Shoulder Ruffle One Piece Swimsuit in Leaf Black ($45, target.com) for the subtle sex appeal of a good cocktail dress without going dangerously bare.

spinner image A woman in a leopard print Swimsuits for All Wild Side Tank Wrap One Piece Swimsuit, a second woman in a leopard print Old Navy Secret-Slim Plus-Size V-Neck Underwire Swimsuit and another in a Dreamsuit By Miracle Brands Women's Plus Size Slimming Control
(Left to right) Swimsuits for All Wild Side Tank Wrap One Piece Swimsuit; Old Navy Secret-Slim Plus-Size V-Neck Underwire Swimsuit; Dreamsuit By Miracle Brands Women's Plus Size Slimming Control Shirred One Piece Swimsuit
Swimsuits for All; Old Navy; Dreamsuit By Miracle Brands

7. Choose a second swimsuit to move in

If you plan to do laps, yoga, teach your grandkids to swim or go boating, make your backup suit a practical choice — but don't scrimp on style, either. A one-piece suit with sturdy straps, trendy square neckline or a V-neck provides a more fashionable alternative to a basic athletic tank. Choose a cheery animal print — like the Swimsuits for All Wild Side Tank Wrap One Piece Swimsuit ($88, swimsuitsforall.com); the Old Navy Secret Slim Plus-Size V-Neck Underwire Swimsuit in Leopard ($55, old navy.gap.com); or a bright floral like the Dreamsuit by Miracle Brands Women's Plus Size Slimming Control Shirred One Piece Swimsuit in Red ($70, target.com) — to keep your festive mood going.

spinner image A Banana Republic Plaid Canvas Tote A New Day Women's Bucket Hat a Gap Packable Panama Hat and a Universal Thread Straw Tote Handbag
(Left to right) Banana Republic Plaid Canvas Tote; A New Day Women's Bucket Hat; Gap Packable Panama Hat; Universal Thread Straw Tote Handbag
Banana Republic; Target; Gap; Target

8. Update your bag and sun hat

It's time to lose the baseball cap and stained cotton beach bag. A sophisticated neutral toned tote in canvas or straw — like the Banana Republic Plaid Canvas Tote ($68, bananarepublic.gap.com) or the Universal Thread Straw Tote Handbag in Brown ($37, target.com) — is casual enough for swimsuits and sunscreen but urban enough for sightseeing and daily life later at home. Stash a few plastic baggies inside for wet swimsuits, sunscreen and snacks. Pair it with a chic, foldable wide-brimmed sunhat — like the Gap Packable Panama Hat ($50, gap.com) or A New Day Women's Bucket Hat ($17, target.com) — to keep your neck and face in the shade and prevent highlights and hair color from fading out due to UV rays.

spinner image Old Navy Strappy Faux Leather Slingback Sandals for Women H and M Sandals A New Day Women's Andi Espadrille Flats Old Navy Faux Leather Braided Strap Pointy Toe Flats for Women Okabashi Women's Splash Sustainable Wedge Flip Flop Sandals
Old Navy Strappy Faux-Leather Slingback Sandals for Women (top left); H&M Sandals (top right); A New Day Women's Andi Espadrille Flats (center); Okabashi Women's Splash Sustainable Wedge Flip Flop Sandals (bottom left); Old Navy Faux-Leather Braided-Strap Pointy-Toe Flats for Women (bottom right)
Old Navy (2); H&M; Target; Okabashi

9. Bring five pairs of shoes and get a pedicure

When you pare down clothes, shoes make the look. Stick to lightweight styles that pack easily at sides of your suitcase. Flat black sling sandals with skinny straps turn anything dressier. Choose a thong style such as the H&M Sandals ($25, hm.com/us) or a no-thong version like the Old Navy Strappy Faux-Leather Slingback Sandals for Women ($30, oldnavy.gap.com). Add an espadrille like the A New Day Women's Andi Espadrille Flats ($30, target.com); contoured flip-flops like the Okabashi Women's Splash Sustainable Wedge Flip Flop Sandals ($19, target.com); and a polished closed-toe mule such as the Old Navy Faux-Leather Braided-Strap Pointy-Toe Flats for Women ($30, oldnavy.gap.com). Be sure to treat your tootsies to a soak and pumice, and finish with a trendy polish so you're ready to rock.

spinner image Various beauty products that include Scunci Small Ribbed Scrunchies Goody Ouchless Elastic Hair Ties H&M Sunglasses Garnier Skinactive Micellar Waterproof Makeup Removing Towelettes Revlon One-Step Hair Dryer & Volumizer Hot Air Brush
(Left to right) Scunci Small Ribbed Scrunchies; Revlon One-Step Hair Dryer & Volumizer Hot Air Brush; Goody Ouchless Elastic Hair Ties; H&M Sunglasses; Aveeno Positively Mineral Sensitive Face Sunscreen SPF 50; Sun Bum SPF 30 Coconut Lip Balm; Garnier Skinactive Micellar Waterproof Makeup Removing Towelettes; Revlon Photoready Insta-Fix Makeup; ILIA Multi-Stick
Scunci; Goody; Revlon (2); H&M; Aveeno; Sun Bum; Garnier; ILIA

10. Minimalize your beauty routine, too

We all take too many products, styling tools and way too much makeup on vacation. Keep it simple, but include these six things. Sunblock: A sunny holiday means a serious sun upgrade from moisturizer with SPF to the real deal. You need extra sunblock and continued application protection — even on cloudy days. Be sure to include an SPF 30 lip balm, too. Bold UV lens sunglasses: Let a big pair of sunnies in black or tortoise do all the eye-defining work and function as makeup during the day — no need to do a tricky water-resistant liner and mascaras. Save it for evening. A styling/drying brush: Look for a dual function wet-to-dry version that smooths and dries in one go, or a heated styling brush to smooth air-dried hair. Wipes: Let them effectively but gently remove sunscreen, makeup and perspiration. Stick makeup: Dual foundation/concealer/ touch-up sticks do the job of several products, as do blush/lip stick makeups. Store them in your minibar with a “do not remove” sign to keep them fresh after a day in your bag. Scrunchies and hair elastics in neutrals and hair-toned colors: These buffered ties are gentle on wet hair and can make ponytails and knots at the nape chicer.

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