Best Resort Wear Pieces To Pack for Your Next Beach Vacation
Stock up on resort wear for your next trip!
You’ve made it through the dredges of winter, with its snow, sleet, and frigid temps. Now more than ever, you’re ready to take that vacation you’ve been dreaming of. There’s just one teensy, tiny little problem: It practically requires a whole new wardrobe! Not to worry, though — we’ve rounded up the best resort wear for women over 50, so you can enjoy your well-deserved vacation in style. We found flattering, comfortable pieces you’ll love, from hats and sunglasses to swimsuits and sandals. Keep scrolling to shop our picks — we’ve practically made your packing list for you, so all you’ll need to focus on is having fun in the sun!
Best Deals on Resort Wear for Women Over 50
- Up to 60% dresses off at Nordstrom
- Up to 15% off select sundresses at Amazon
- Extra 50% off select swim styles at J.Crew
What is resort wear?
Also known as “cruise wear,” resort wear is exactly what it sounds like: Summer-ready, lightweight, packable clothing that you can wear on vacation. Pieces are typically made from breathable materials, such as cotton, silk, straw, and microfiber, while patterns tend to be either bright and fun, like you’d see on a Hawaiian shirt, or classic, such as nautical print.
How should I dress for a resort?
It’s your vacation, so you should dress however makes you happy! That said, if you’re headed someplace sunny, you’ll probably want several swimsuits, a few swim cover-ups, a sun hat, and sandals. You’ll also want some lightweight, flowy dresses, pants or skirts, and tops. Make sure you have at least one outfit that feels fancy enough to wear out to a nice dinner, and plenty of pieces that are easy to pair and wear anywhere your adventure happens to take you.
What’s the best resort wear for women over 50?
Since resort wear shows off a lot more skin than, say, your comfy winter sweatpants, you’ll want pieces that are supportive, comfortable, and of course, stylish.
While some women over 50 will be more than happy to show off their bodies in an itsy-bitsy bikini and shorts, others may prefer pieces with a bit more coverage. One-piece swimsuits or tankinis (Buy from L.L. Bean, $89), which have an elongated, tank top-like cut, are slightly more conservative. You can also throw a cover-up over your suit for a bit of added modesty and sun protection.
Cropped pants or shorts with a 7 or 5-inch cut (Buy from Tommy Bahama, $90) will keep you cool without riding up your backside, and oversized hats will keep aging skin safe from the sun’s harmful rays.
Regardless of your age, however, the best resort wear will consist of the pieces you feel the most attractive and confident in. We’ve chosen a wide selection of breezy finds that will be suitable for whatever activities your vacation may bring, whether you’re strolling the beach or lounging in a hammock.
Ready to trade in your winter boots for flip flops and your sweaters for tunics? You’ve come to the right place.
The Best Resort Wear For Women Over 50
Best Halter Dress for Women Over 50:Look Into the Sun Maxi Dress
Summer is the time to show some skin, and it doesn’t get much sexier than this gorgeous halter dress. The Look Into The Sun Maxi is the perfect blend of elegant and fun, making it a great option for nights spent dining and dancing. Although the flowy bottom looks airy light, the material is substantial enough to keep everything in one place if a breeze comes your way. The top is adjustable, and there are some subtle slits on the side. Flattering to both small chested ladies, as well as the busty, you’ll love how the rayon material skims your curves.
Editor’s review: “I love a halter dress, so I was excited to try this one sent to me from Free People! As you may already know, halter dresses are universally flattering to all bust sizes. I also love a maxi, and was pleasantly surprised by the weight of this one. Some dresses with a guazy look feel really flimsy, but not this one! I could feel the quality as soon as I tried it on, and I know I’d be comfortable wearing this to a fancy summer wedding or resort restaurant. You don’t need a bra with it, but I still think I’ll invest in some push-up pasties when I wear this out on the town. The dress is long, and even with my 3.5-inch heels the back dragged, so unless you’re very tall (I’m five-foot-five), you may want to have it hemmed. Is it worth it? Uh, yes! It’s simply too lovely to pass up.”
Best One-Piece Swimsuit for Women Over 50: Summersalt the Ruffle Blackflip Swimsuit
The straps on The Ruffle Blackflip make it look like a cute bodysuit for summer, and if you pair it with shorts and wedges, that’s how it can be worn! Of course, it’s perfect for the pool, too, or frolicking along the beach. The swimsuit has built-in soft cups for coverage, as well as Summersault’s signature compression material for a comfortable fit. We love it in black, but it also comes in many different prints, such as strawberry and spritz, and nectarine orchard. Whatever you decide on, we’re sure you’ll look unbelievable!
Best Sarong for Women Over 50: SKIMS Tie Sarong
It wouldn’t be a week at the beach without this sexy sarong from Kim Kardashian’s SKIMS. It’s a breeze to pack and lightweight, plus the scarf-style beach-essential provides the perfect amount of coverage without making you sweat. The cotton fabric is lightweight and breathable so it can be comfortably worn on the daily. Wrap around your waist to show off a bikini top or tie around your neck to create a dress. You’ll be the most stunning lady at the cabana.
Best Beach Hat for Women Over 50: Women’s Sun Straw Hat Wide Brim
For the love of your skin, don’t forget a wide-brim floppy hat. We’re packing this one since it’s foldable as well as stylish. Seriously, we’ll be wearing it even when we return home, because sun protection is always fashionable, and this hat offers UPF 50 plus of it. It’s available in 10 different looks, has an adjustable chin strap — handy for when those sea breezes hit, and a moisture-wicking inner sweatband. In our book, that makes it a resort wear must!
Best Resort Sleepwear Dress for Women Over 50: Printfresh Cami Nightgown
Unless you plan on sleeping in the buff, we suggest packing a fun and cooling nightgown, like this cami-style one from Printfresh. It comes in a variety of fun prints, is short enough to wear over a pair of shorts (for those quick runs to the ice machine), and is made of 100 breathable cotton. You’ll love this fun sleepwear frock so much, you’ll want to keep it on during the day. We admit, it would look super cute with leggings and a pair of motorcycle boots!
Best Smocked Dress for Women Over 50: Johnny Was Smocked Neck Field Dress
A flowy, flirty dress we can enjoy on vacation and at home? Yes, please! That’s exactly what this Johnny Was dress offers, and we’re here for it. The sweet 3/4 sleeves gives extra coverage while providing breathing room, and the skirt has the perfect amount of movement to prevent sweaty legs. This looks fantastic with sandals, wedged heels or your freshest white tennis shoes. It’s made from 100% silk so you know it will keep you cool in tropical weather. If you’re going somewhere chillier, simply add a cute bomber or jean jacket.
Best Slides for Women Over 50: Vionic Vesta Sandals
Give footsies a break with these stylishly supportive sandals from Vionic. The podiatrist-designed shoe has all the arch support and cushion feet need, plus the puffy crisscross straps are very on trend. Featuring a deep cup heel for stability and a dual density mid-sole, the shoes cradle the foot without add weight, bringing ease to calf muscles and ankles. An ideal choice for those with flat feet or who over-pronounce, they’re a must for those who refuse to sacrifice comfort for fashion sake. They also add a smidge of height, which never hurts!
Best Wide Leg Pant for Women Over 50: Alex Evenings Tie Waist Mesh Pants
Don’t box yourself in on holiday. Instead, opt for this roomy wide-leg pant from Alex Evenings. It’s perfect with a bikini top, tee, or tank. Made with air chiffon, you’ll love how breathable these pants are. Hitting right above the ankle, they won’t drag on the pavement while you sightsee or become damp from walks on the beach. Although relaxed, they slightly come in at the waist, which gives them a look that’s still tailored. Wear them as you lounge by the pool, grab drinks, or even on the plane ride home.
Best Slingback Sandal for Women Over 50: Zodiac Lola Slingback Sandal
A vacation isn’t a vacation without a pair of contemporary sandals to go sightseeing in. We like how these Zodiac Lola Slingback Sandals give some height without putting a lot of strain on the leg or back. Their straps are adjustable, so regardless if you’re ankles are dainty or on the larger size, your feet will stay in place. The black and white print reminds of snakeskin, and go with a variety of styles. Whether your choose them to go with a flowy skirt, shorts or flirty sundress, they’ll make you look fabulous from the toes up!
Promising review: “This shoes are true size, [comfortable] and just high enough.”
Best Sundress for Women Over 50: The Positano Resort Dress
Whether you’re walking on the beach or grabbing a quick bite while you see the sights, no one will be able to take their eyes off you in this number! The Positano Resort Dress from Kenny Flowers will instantly make you (and everyone else) smile when you slip it on. We’re not sure what we love more: its bold and cheerful lemon print, or the 100 percent organic rayon material. However, we’re sure you’ll be as obsessed with it as we are. The dress features adjustable straps that can be tied or tucked inside, and it’s ethically made. Pair with your favorite sandals, and prepare for all the compliments.
Best Button-up Shirt for Women Over 50: Sndys Leo Shirt
An easy button-up shirt, cooly tucked into a pair of shorts or jeans is what you need when strolling the resort. We recommend this cheery pink Leo Shirt for the occasion. It will instantly perk your mood, as well as your outfit. Its breast pocket easy fits sunglasses or a room key, and the button barrel cuffs look very cool when rolled to the elbow. The shirt is long enough to be tied or worn as a beach cover-up, plus the lightweight material will keep you comfy through the day.
Best Jean Jacket for Women Over 50: Dokotoo Women’s Oversized Denim Jacket
Don’t forget a jacket, even if you’re traveling somewhere warm. This Dokotoo Oversized Denim Jacket from Amazon is a great option, perfect for chilly plane rides or air conditioned Ubers. It’s large enough to wear over a sweater or dress with puffed sleeves, and can be tied around the waist when not in use. The delicate fringe at the bottom adds lovely detail, and breast pockets with buttons keep your phone and credit cards safe. Available in more than 10 colors and under $50, it’s one of the best resort wear pieces for women.
Best Resort Sunglasses for Women Over 50: American Optical General Sunglasses
Keep your peepers safe and your look chic with these classic sunnies. Since 1833, American Optical has been the ultimate crafter of eyewear, and their creations have been a favorite of movie stars and visionaries alike. We know you’ll feel like A-list royalty when you show up to the resort in a pair of the General Sunglasses. They have the perfect aviator shape, and make every wearer look sophisticated and cool. I love them in rose gold, but you can snag them in regular gold, or silver. Customize the look and fit on their website, where you can upload a shot of yourself to get a truer feel for how you’ll appear once you are sunning yourself poolside. The glasses offer full UVA and UVB protection — the most important thing — and the lenses are scratch resistant and have a smudge resistant coding to keep them in tip top shape.
Editor’s pick: I’m really impressed by these sunglasses from American Optical. I’ve always wanted a pair of aviators, but could never find the right ones. These fit my face perfect, and give me that downtown cool girl vibe I’m always chasing. I can wear them with anything — dresses, jeans, sweats…you name it! I look instantly put together. They’re distortion free, which I love for when I’m driving. Plus, they come in a very sturdy, very nice case.
Best Wedged Heel Sandals for Women Over 50: London Rag Diyora Espadrille Platform Sandal
We’re obsessed with the Liza Espadrille Wedged Sandal from Dolce Vita. It gives just enough height to elongate the leg, while remaining comfortable enough to wear all day. The bottom has ridges, and basically performs like a sneaker. The adjustable straps keeps you from sliding around as you jet from one spot to the next. They’re fancy enough to wear with a sundress or skirt, but also will liven up a pair of shorts or pants. Available in several classic colors, you’re not going to want to take a vacation without them.
Promising review: “I bought these for a trip down to Florida and oh.my.gosh! I love them! They are super sturdy for walking, and they’re also super comfy!”
Best Causal Resort Dress for Women Over 50: Sopligon Linen Cotton Shirtdress
It can be really frustrating to buy clothes that work for vacay but not everyday life. Fortunately, that’s not an issue with this flowy number. The Sopligon Cotten and Linen Shirt Dress is perfect for causal sightseeing strolls, but can also be worn to work or an evening with friends. It comes in every-so-gently at the waist, and remains relaxed enough for you to remain comfortably cool on the hot days. If you’re self-conscious about your arms, you’ll love the sleeves. Plus, the dress has pockets! You can pair this lovely dress with a pair of wedged sandals, but I’d even wear it with ice white sneakers, and cardigan.
Best Flip-Flops for Women Over 50: Tory Burch Miller Leather Sandal
Comfort is key when you’re trying to relax — particularly when it comes to footwear. Invest in a pair of luxe flip flops, like these leather sandals from Tory Burch, that will get you through every activity on your itinerary. Their clean, minimalist aesthetic will pair well with the rest of your resort wardrobe, wacky patterns included.
Happy customer: “I bought this shoe in the vintage vachetta leather and I love them! The color is a great brown neutral. The shoes are comfortable and non-blister inducing.I like the fact that while this shoe has a large logo, it blends in with the rest of the shoe without being straight up in your face and can still just look like a pretty design. I would say these shoes run pretty true to size but if between sizes, I would go with the bigger of the two just because I hate too small looking sandals where toes or heels hang over. “
Best Crossbody Bag for Women Over 50: Craftsman Rattan Adjustable Crossbody Bag
No one wants to carry a heavy bag when out on the town. This light, handmade rattan crossbody bag is perfect for day excursions and relaxed dinners. Crafted by Vietnamese artisans, the bag’s strap is adjustable and perfect for carrying your wallet, phone, and room key. It has a button closure, and is lined with linen to keep your valuables scratch free. Toss your bracelets or necklace inside if you take a dip in the pool. They wont become entangled by the natural fiber. This goes great with a sundress, pants or shorts, but can also be worn with a little LBD to make your look more modern or downtown chic.
Promising review: This small bag is super comfortable, and spacious. I love that every time I wear it I get compliments. It’s trendy but also classic. The price is incredible compared to others on the market. I usually have a hard time finding a small bag that fits my large cellphone, and this one does!
Best Beach Top for Women Over 50: Robin Piccone Michelle Tunic Cover-up
We think this breezy garment could easily double as the perfect beach top. Flowy and loose, with a flattering button-down V-neckline, you’ll feel light and free, while the gauzy design adds some coziness for breezy shoreline walks. We also love that it’s available in four neutral colors!
Promising review: “This shirt was exactly as expected. Very oversized and comfy. Good for lounging around the house or even [as] a beach cover up.“
Best Sun Hat for Women Over 50: Ann Taylor Weekend Collection Straw Visor
Floppy sun hats are great, but this straw visor from Ann Taylor is effortless. No matter if you wear it with a sundress, swimsuit, or shorts, you’ll look classically stylish. Best of all, even when your vacation is over, you’ll be able to wear it out on the town. Throw it on when running errands or for a lunch date. You’ll turn heads and get compliments. The design is packable — perfect for getaways — and has a timeless tie at the back. In beach-inspired raffia, it’ll go with everything.
Best Stylish Swimsuit for Women Over 50: The Sidestroke
People rave about this fun and flattering asymmetrical colorblock suit. A perennial bestseller, it offers full bust support and coverage for your derrière and comes in a long-torso version. Available in nine color combos (including solid black for a more classic look), your biggest problem will be choosing just one!
Promising review: “So not only is this beautiful swimsuit comfortable and aesthetically gorgeous but it is so flattering. I’ve never felt so comfortable in a swimsuit. Not worried about my boobs popping out or having to tuck them in. The suit is very formfitting but not in a uncomfortable way. Keeps everything in its place.“
Best Resort Sneaker for Women Over 50: Coral Stretch Knit Walking Shoes
If you’re going to view local attractions, you need a good pair of sneaks! Take these Walking Shoes, for example. Along with coming in a variety of colors, they’re also engineered to support your arches and heel. Your feet won’t get funky, thanks to their anti-microbial fabric and foam, and they’re flexible enough to move with your natural stride pattern. They’re a great option for those with diabetes, bunions, or even plantar fasciitis. More importantly, they’re amazing if you have a full day of museum hopping and clothes shopping planned. Available in standard and wide, you’ll wear these even when vacation has ended.
Promising review: “Love these shoes! Comfortable from day one, and they’ll come in handy for my trip to California!”
Best Capri Pants for Women Over 50: Lnx Womens Linen Pants
When the weather warms up you want a pair of pants that don’t make you sweat, but can be worn in different ways. What we love about these linen capri pants that they’re just the right blend of tailored and relaxed, hitting a little below the mid-calf and cuffed. Available in several colors, these ultra soft pants have a drawstring tie to avoid gaping (we hate that), and are made with a cotton-blend fabric. Pair these with a tee and jean jacket, blouse or cable knit sweater. You can wear these in spring, summer, and even fall. Don’t be surprised if you decide to snag several pairs.
Best Resort Tankini for Women Over 50: Beansport Swimwear High-Neck Tankini
Modest is far from frumpy in this eye-catching L.L. Bean tankini, which covers your tummy without sacrificing an ounce of style. It’s got soft cups for shaping and support and detailing at the neckline for a bit of added flair. Pair it with the bottom of your choosing — we like the mid-rise skort featured below the top, which has a higher leg line and a more modest rear.
Promising review: “This suit is not only beautiful but makes you feel slimmer, which is what I was looking for! I am slowly losing weight but I felt really good about my belly not being a distractor. 100% more confidence in this suit! I also got the cute skirt to go with it……love it!“
Best Guazy Resort Skirt for Women Over 50: Bluetime Women’s Chiffon Maxi Skirt
This gorgeous skirt from Bluetime doesn’t only work for vacay but home. When the days are warm it looks lovely with a pair of sandals and cami. On cooler afternoons it can be worn with tights, boots, and a sweater. The flowy skirt features an elastic band for comfort, and is made from lightweight chiffon. Plus, the price is amazing. We’d buy more than one, especially since it’s available in a variety of prints.
Best One-Piece Bathing Suit for Women Over 50: Sanibel One-Piece Swimsuit
Let’s bring the one-piece back, shall we? Especially if it’s as sexy and flattering as the The Sanibel One-Piece Swimsuit . The stretchy nylon conforms to your curves while slenderizing. The built-in wired cups offers support as you splash in the ocean or pool. It’s recommend that you order one cup size up. The adjustable straps mean you won’t have to deal with material digging into your back or unsightly bulges.
Happy Customer: “This is the second Miraclesuit Sanibel Underwire one piece style I’ve purchased. I am 5 foot three, 150 pounds, and wear a 38D. I love the fit and style. The suit fits snugly, and you will definitely appear 10 pounds slimmer. It really smooths your shape!”
Best Beach Skirt for Women Over 50: Pha Resort Wear Skirt Long Maxi Skirt
With its easy tiered design and its cotton fabric, this maxi skirt was made for kicking up your heels. It has a comfortable, elastic waistband and reaches down to your feet, covering up any lower body imperfections. This bright red shade will add a pop of color to your beach wardrobe, and is perfect for strolling along the beach while sipping your favorite tropical drink.
Happy customer: “Color just like in picture, lovely feel and length.“
Best Resort Shorts for Women Over 50: Tommy Bahama Boracay 5-Inch Shorts
For a breezy pair of shorts with a longer cut, we love these Boracay bottoms from Tommy Bahama. Not only do they hit at the mid-thigh, thanks to a comfortable 5-inch cut, they’re made of a mostly cotton fabric with a hint of stretch for added ease. A khaki color, like the pictured pair, will also go with just about anything you happen to pack.
Happy customer: “These Boracay shorts are the most soft and comfortable shorts I’ve ever owned. I’ve bought different types from a variety of stores and these are far, far better. The quality of the material is amazing. I won’t buy shorts any where else; I love all the colors I ordered and am beyond satisfied.“
Best Beach Pants for Women Over 50: SHEIN Wide Leg Pants
Flowy and ventilated with an extra-wide leg and a slit on either side, these flouncy pants are exactly what we want to be wearing on our next seaside venture. There’s a drawstring waist for a custom fit and a bit of intricate detailing at the edges.
Happy customer:“I bought these for my Florida bachelorette trip, and absolutely love them! They are very comfortable, and great quality! Highly recommend!”
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