Top Resort Wear Styles For Women Over 50: Classy, Casual, Plus Size, And Beach Looks

As you’ve been drawn in by the irresistible charm of sun-kissed coastlines and tranquil resorts, it’s time to turn your attention to the perfect attire for a rejuvenating escape or simply a daydream about your next adventure. For women over 50, resort wear is all about finding harmony between style and comfort.

In this piece, we take you on a journey through resort-inspired outfits that are as effortlessly chic as they are practical, ensuring that your next getaway is nothing short of unforgettable.

Resort Elegance on the Waterfront

Resort Elegance on the Waterfront
Photo Credit: carcar62

The woman at the center of this idyllic scene embodies timeless refinement, making her a perfect fit for women over 50. Her navy blue one-piece swimsuit, adorned with a light patterned wrap tied at the waist, exudes both style and practicality. The ensemble is further enhanced by a wide-brimmed straw hat and oversized sunglasses, must-haves for basking in the sun’s warmth.

This chic getup not only flatters her mature figure but also provides excellent coverage while maintaining an air of sophistication. To take it to the next level, incorporating a lightweight, semi-sheer cover-up could add an extra layer of elegance without compromising the overall airy feel.

Sunlit Sophistication on Steps

Sunlit Sophistication on Steps
Photo Credit: victoria

The subject effortlessly blends playful and polished elements in her summer resort wear ensemble. A delicate rosé-hued one-piece swimsuit takes center stage, showcasing its textured finish and unique button details on the straps that add an air of sophistication. The overall look is further refined by gold-toned jewelry and a chic rattan handbag placed beside her on the stone steps, as captured by Victoria’s lens.

The one-piece swimsuit boasts a soft rosé shade with a luxurious textured finish that hugs the silhouette, creating a form-fitting design that celebrates the body. The gold bangles and delicate chain necklace add a touch of femininity to the overall aesthetic, while the rattan handbag provides a beachy or resort-inspired vibe that’s both spacious enough for essentials and stylishly compact.

To elevate this look, consider adding a light, gauzy sarong in a matching or contrasting hue.

This would not only enhance the elegance of the outfit but also provide a touch of modesty and style versatility.

Effortless Elegance at the Beach Bar

Effortless Elegance at the Beach Bar
Photo Credit: _cindyswanson_

This effortless ensemble embodies the laid-back essence of summer. The peach-hued maxi dress boasts a delicate geometric print and flows effortlessly, creating a silhouette that seamlessly blends elegance with casual sophistication. When paired with understated yet sophisticated accessories – including a chunky gold necklace, oversized sunglasses, and a small crossbody bag – this look is perfect for a day spent lounging at the beach or enjoying a relaxed evening out.

To take it to the next level, consider adding a lightweight shawl or a pair of sleek flat sandals that prioritize comfort without sacrificing style.

Garden Party Glamour

Garden Party Glamour
Photo Credit: amazon

The effortlessly chic ensemble is characterized by a light, sleeveless dress with a palm tree print, perfectly capturing the essence of resort wear for women over 50. The tailored design provides comfort while hitting just above the ankle, allowing for ease of movement thanks to its side slit. A wide-brimmed straw hat and simple woven sandals complement the look, making it ideal for summer garden parties or casual strolls around the resort.

The overall aesthetic is elevated by a delicate gold bracelet or small hoop earrings, adding an understated touch of elegance.

Poolside Sophistication

Poolside Sophistication
Photo Credit: chicmeetsweststyle

The epitome of resort wear for women over 50, this one-shoulder mint green maxi dress boasts a striking combination of dressy and stylish elements. The fitted bodice and ruffled neckline create a flattering silhouette that effortlessly flows into a relaxed skirt, perfect for a poolside cocktail party or a sophisticated resort dinner. The look is elevated by neutral-toned platform heels, oversized sunglasses providing a chic touch, and a striped handbag adding a playful, casual flair.

To further enhance the outfit’s sophistication, consider pairing it with a lightweight white shawl or elegant drop earrings.

Timeless Kaftan Chic

Timeless Kaftan Chic
Photo Credit: shesheshow

This luxurious resort wear ensemble is perfect for women over 50 seeking comfort and elegance. The beige-striped kaftan’s loose fit provides effortless movement and breathability, while its lightweight fabric makes it ideal for warm weather. The look is elevated by statement jewelry and metallic sandals that harmonize with the neutral tones of the garment.

To take this stylish getup to the next level, consider adding a wide-brimmed hat and oversized sunglasses for both style and sun protection – making it an excellent choice for resort days spent lounging by the pool or basking in the sunshine.

Floral Off-Shoulder Charm

Floral Off-Shoulder Charm
Photo Credit: carcar62

The subject’s youthful energy shines through in this charming outfit. A vibrant floral print midi dress takes center stage, its off-shoulder design and cinched waist creating a playful yet elegant silhouette. The matching belt adds a pop of color, drawing attention to the wearer’s figure. This stylish ensemble is perfect for warm afternoons by the pool or a leisurely stroll through the resort.

A wide-brimmed straw hat, statement earrings, and woven basket bag add a touch of whimsy, while simple sandals keep the overall look relaxed and effortless. To take this look to the next level, consider adding delicate bracelets or a lightweight shawl for a chic evening finish.

Bold Blue in the Tropics

Bold Blue in the Tropics
Photo Credit: gwenliveswell

This striking resort look features a cobalt blue dress with a tiered skirt, creating a dramatic visual impact perfect for women over 50 looking to make a statement at the beach. The short-sleeved design adds a touch of structure to the relaxed silhouette, thanks to its collared neckline.

The overall effect is enhanced by the pairing of the dress with a large, striped tote bag and understated sandals, making it a versatile option for various resort activities such as swimming, reading or simply soaking up the sun. To take this look to the next level, consider adding a wide-brimmed hat or statement earrings to draw attention to the bold color of the dress.

Artistic Asymmetry

Artistic Asymmetry
Photo Credit: lovamoi_fashion_tips

This resort wear for women over 50 is all about making a statement with a one-shoulder dress featuring an abstract print that combines green and orange tones in a unique blend. The flowing fabric not only provides comfort but also creates a stunning visual effect, perfect for those who crave artistic expression. The asymmetrical design adds to the dress’s allure, making it ideal for more adventurous settings.

To complete this look, simple gold earrings, a small structured handbag, and oversized sunglasses provide a touch of glamour. For added elegance, consider pairing metallic sandals or a light scarf with this outfit. This versatile ensemble is perfect for various resort settings, ensuring that you’ll turn heads wherever you go.

Playful Ruffles and Prints

Playful Ruffles and Prints
Photo Credit: blaireadiebee

The subject’s outfit embodies the essence of resort wear for women over 50 during summer. A short, ruffled dress with a high neckline and multi-layered ruffles creates a dynamic silhouette, reminiscent of youthful exuberance. The lively print in peach and red tones adds to the playful vibe. The look is elevated by a bold red tote and platform heels, perfect for a casual resort day or a fun evening out.

To complete this stylish ensemble, consider adding chic sunglasses or a light, woven shawl for added texture and visual interest.

Nautical Sophistication

Nautical Sophistication
Photo Credit: touchecollection

This resort-inspired look is perfect for a stylish day by the water. At its core is a stunning maxi dress featuring a navy and white nautical print, designed for effortless elegance. The flowy design provides a relaxed fit with thin straps that keep you cool in the sun’s warm rays. To complete the ensemble, a wide-brimmed hat offers UV protection while a large woven tote keeps your beach essentials within easy reach. Simple flip-flops add a touch of laid-back charm to the overall look.

For added versatility, consider layering on a light white cardigan for cooler evening strolls or swapping out the sandals for elegant footwear to seamlessly transition from day to night.

Floral Fun by the Shore

Floral Fun by the Shore
Photo Credit: simply

This stunning floral wrap dress in teal is perfect for a beach day. The vibrant pattern, short sleeves, and flattering V-neckline create a chic yet casual look that’s sure to turn heads. Pair it with a straw hat, layered necklaces, and a simple bracelet for added charm. To make the outfit more versatile, add a pair of comfortable sandals and a light cardigan to keep you stylish throughout the day. The dress itself features a wrap style that cinches at the waist, creating a flattering silhouette.

Vibrant and Bold

Vibrant and Bold
Photo Credit: missamandalamb

The star of the show is a striking orange dress with intricate details, designed to turn heads. Its spaghetti straps and relaxed fit make it a perfect choice for warm summer days by the resort pool. A minimalist jewelry approach allows the dress to take center stage, exuding both style and comfort. The elegant simplicity of the accessories lets the vibrant dress shine without overpowering it.

Photo credit: missamandalamb
Dress: Orange number with delicate pattern, spaghetti straps, and relaxed fit.
Accessories: Understated necklaces and bracelets that harmoniously complement the bold dress without overwhelming its beauty. To elevate this look for an evening out, consider adding a lightweight shawl or a pair of sleek sandals to complete the ensemble.

Relaxed Resort Wear

Relaxed Resort Wear
Photo Credit: stephaniemahyy

This stylish ensemble is perfect for women over 50 plus size seeking a resort-inspired look. The combination of soft floral print wide-leg pants, matching open-front kimono, and white bikini top creates a dressy yet comfortable attire ideal for lounging by the pool or taking a leisurely stroll around the resort.

A relaxed vibe is achieved through the addition of simple flip-flops and sunglasses, while a wide-brimmed hat and statement beach bag can further elevate both the style and functionality of this coordinated set. Photo credit: stephaniemahyy

Tropical Printed Set

Tropical Printed Set
Photo Credit: gemma_peanut

This outfit exudes a carefree essence, with the subject effortlessly channeling a tropical getaway. The bold blue and white print on their matching set creates a statement look that’s perfect for a day at the resort. The loose-fitting shirt and wide-leg pants provide both style and comfort, making it ideal for lounging by the pool or taking a leisurely stroll around the property.

To keep the focus on the eye-catching print, accessories are kept simple with minimal jewelry and comfortable sandals. For added versatility, consider adding a wide-brimmed hat or lightweight cardigan to create a relaxed yet polished look that’s perfect for cooler evenings or dressing up for dinner.

Nautical Stripes

Nautical Stripes
Photo Credit: carcar62

This effortless ensemble is a masterclass in timeless style. At its core is a navy and white striped maxi dress that exudes classic sophistication. The sleeveless design and floor-length silhouette are both flattering and practical, allowing for ease of movement while maintaining a stylish edge. When paired with a wide-brimmed hat and oversized sunglasses, the outfit takes on a relaxed, resort-inspired vibe perfect for a day by the sea or a leisurely stroll along the boardwalk.

The addition of simple sandals keeps the look understated yet polished. To further enhance this ensemble, consider adding a lightweight scarf or statement necklace to create a versatile look suitable for both daytime and evening activities.

Tropical Jumpsuit

Tropical Jumpsuit
Photo Credit: celestekellogg

This charming outfit is perfect for a summer resort getaway. The star piece is a vibrant tropical print jumpsuit with a flattering V-neckline and cinched waist that creates a striking silhouette. The comfortable fit makes it suitable for both daytime adventures and relaxed evenings. A simple yet stylish combination of sandals and bracelets complements the jumpsuit, exuding a carefree atmosphere.

To elevate this look, consider adding a wide-brimmed hat or lightweight shawl to not only protect your skin from the sun but also add a touch of effortless elegance. The photo credit for this delightful ensemble goes to celestekellogg.

Rainbow Maxi Dress

Rainbow Maxi Dress
Photo Credit: doesmybumlook40

This show-stopping maxi dress boasts a vibrant, multi-hued print that demands attention. The design features delicate straps and a fluid silhouette, evoking both refinement and ease. Whether you’re heading to a stylish resort gala or a night out at a beachside eatery, this ensemble is sure to turn heads. A testament to the power of simplicity, minimal jewelry and understated sandals allow the dress to take center stage.

For an added touch of sophistication, consider adding a sleek clutch or elegant earrings to elevate the look for a special evening event.

Floral Elegance

Floral Elegance
Photo Credit: elle_jay_nyc

This resort-inspired look is elevated by a stunning floral dress that exudes effortless charm. The lightweight fabric drapes beautifully, offering both comfort and style. The vibrant print adds a pop of color, making it an excellent choice for a casual day at the beach or pool. To complete the outfit, a stylish striped hat provides sun protection, while black sandals prioritize comfort. A simple watch adds a touch of sophistication to the overall look.

For added versatility, consider layering a lightweight shawl for cooler evenings or adding statement earrings to inject some sparkle into the ensemble.

Bold and Bright

Bold and Bright
Photo Credit: mayemusk

The star of this stylish outfit is undoubtedly the matching set, which boasts a striking red and white pattern. The loose-fitting top and wide-leg pants provide an effortless blend of comfort and fashion flair. Whether you’re heading to a dressy resort occasion or simply want to make a statement, this ensemble is sure to impress. To add some extra oomph, try pairing it with a woven handbag for a touch of natural texture and simple sandals for ultimate comfort.

For an added pop of personality, consider accessorizing with statement earrings or a bold necklace that complements the vibrant pattern’s bold hues.

Coastal Chic

Coastal Chic
Photo Credit: brigittemarieforet

This effortless ensemble showcases a stunning blue and white nautical-print dress with a comfortable, flowy silhouette. Perfect for a leisurely day by the ocean, this outfit combines style and practicality. The addition of a large-brimmed hat, trendy sunglasses, and a woven tote bag lends a touch of sophistication and functionality to the overall look. For an added layer of elegance, consider incorporating a lightweight scarf or switching out flat shoes for chic sandals.

Blue and White Elegance

Blue and White Elegance
Photo Credit: jesscolivet

In this stunning resort look, the subject effortlessly exudes style and sophistication wearing a breathtaking blue and white kaftan-style dress with a vibrant floral print. The dress’s tie at the waist creates a flattering silhouette while maintaining a comfortable and relaxed fit, making it perfect for women over 50 seeking stylish yet effortless attire that can easily transition from day to evening wear.

The overall aesthetic is further enhanced by minimal jewelry and bare feet, evoking a truly carefree resort vibe. For an added touch of glamour, consider adding elegant sandals or a statement necklace to elevate the ensemble for a night out on the town.

Green Floral Glamour

Green Floral Glamour
Photo Credit: figuelove

A resort-ready ensemble for women over 50 is showcased through this captivating green and white floral dress. The V-neckline and long sleeves create a flattering silhouette, exuding sophistication and elegance. When paired with a straw hat, white sunglasses, and a mint green handbag, the outfit effortlessly balances style and practicality for a sunny day at the resort.

The key elements of this look include the Green and white print dress featuring a V-neckline and long sleeves, as well as the accompanying accessories – a straw hat providing sun protection, white sunglasses adding to the retro charm, and a mint green handbag introducing a pop of color. To further elevate this ensemble, consider complementing it with strappy sandals or elegant flats, which not only prioritize comfort but also enhance the overall aesthetic.

Conclusion

Get ready to trade in your daily routine for the sun-kissed vibes of resort living. When it comes to packing, there’s more to consider than just tossing clothes into a suitcase. The right outfit can make all the difference, elevating your mood and ensuring you make the most of your getaway. From beachy essentials to stylish statement pieces, what are your go-to items for a vacation escape? Share your must-haves in the comments below!

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