Men’s Resort Wear: From Stylish Swimwear to Evening Elegance

The Fashionisto


Updated December 18, 2023

Men's Resort WearPin
Discover men’s resort wear essentials.

Resort wear has surpassed mere vacation attire to become a pivotal element in men’s fashion. Embracing the spirit of leisure and sophistication, men’s resort wear offers a unique blend of comfort and refinement, suitable for sandy shores and upscale affairs.

Resort attire showcases how contemporary trends and timeless classics can join to create the perfect holiday wardrobe. Whether it’s a tranquil beach getaway or a luxurious resort stay, understanding the nuances of resort wear is essential for men seeking comfort and style in their travel ensembles.

Men’s Resort Wear: The Essentials

DJ Patterned Shirt MenPin
Embrace relaxed resort vibes with a loose-fitting patterned shirt. Photo: Unsplash

Men’s resort wear is a fashion category encompassing various clothing options for leisure and vacation settings. It includes everything from the breezy simplicity of t-shirts and shorts, ideal for daytime relaxation and beach activities, to swim briefs suitable for poolside lounging and swimming.

This category also features the refined elegance of lightweight suits and blazers, perfect for evening events and upscale dining.

Core Clothing

Casual Resort Man ShirtPin
Experience the epitome of vacation style with men’s resort wear that balances comfort and chic. Photo: Deposit Photos

Shirts: Casual T-shirts to Polished Polo Shirts

The versatile shirt is at the heart of men’s resort wear, a critical component that transitions effortlessly from day to night. The spectrum ranges from laid-back t-shirts, perfect for a relaxed day under the sun, to more polished polo shirts, which offer a blend of casualness and refinement.

Linen and cotton are the fabrics of choice, favored for their breathability and comfort in warm climates.

Linen Shirt Resort ManPin
Embrace relaxed elegance with breezy and sophisticated linen shirts. Photo: Deposit Photos

Linen Shirts: They stand out for their lightweight, airy nature, making them an ideal choice for tropical destinations. They provide a relaxed yet sophisticated look that pairs well with shorts and trousers.

T-Shirt Hat Sunglasses Resort Wear MenPin
Cotton tees blend timeless comfort with effortless resort style. Photo: Deposit Photos

Cotton T-shirts: Cotton t-shirts offer unparalleled comfort and ease, suitable for beach lounging or casual strolls.

Polo Shirt Resort Mens FashionPin
Polo shirts offer a sophisticated yet relaxed vibe for the leisure season. Photo: Deposit Photos

Polo Shirts: With their collared design, polo shirts bring a touch of elegance to the casual ensemble, making them suitable for resort dining or evening social events. Their adaptability lies in their ability to be dressed up or down, depending on the occasion.

Bottoms: Shorts, Trousers & Boardshorts

Shorts Resort WearPin
The ultimate vacation staple, shorts offer a variety of cuts and colors. Photo: Deposit Photos

The right choice of bottoms is crucial in resort wear, balancing style with practicality. Shorts are a quintessential element, with options ranging from classic chino shorts to more contemporary board shorts.

Material and fit are vital considerations; lightweight fabrics like cotton and linen offer comfort in warm weather, while a well-tailored fit ensures a polished look.

Man Beach Linen SuitPin
Linen trousers are versatile enough to make the transition from day to evening. Photo: iStock

Trousers in resort wear are not your typical office wear; they are lighter, more relaxed, yet equally stylish. Options like linen pants or lightweight chinos provide a sophisticated option for evening events, balancing comfort and style.

The fit should be relaxed yet structured, ensuring ease of movement without sacrificing elegance.

Swimwear: Beyond the Basic Swimsuit

Swimwear in resort wear is a medium for making a distinctive style statement. Today’s swimwear offers a diverse range of styles, each catering to different tastes and needs:

Look for the perfect blend of surf-ready functionality and beach style with board shorts.Pin
Look for the perfect blend of surf-ready functionality and beach style with board shorts. Photo: Deposit Photos

Board Shorts: Known for their casual, laid-back look, ideal for beach activities. They often feature drawstrings and stretchable fabrics for added comfort and movement.

Swim briefs offer a sleek and modern approach to poolside fashion.Pin
Swim briefs offer a sleek and modern approach to poolside fashion. Photo: Deposit Photos

Swim Briefs: Offering a more streamlined, body-conscious fit, men’s swim briefs are perfect for those who prefer minimalism and efficiency in their swimwear.

Swim Trunks Resort Wear ManPin
Look at trunks for a classic swimwear choice for timeless pool or beach style. Photo: Deposit Photos

Trunks: A versatile option, trunks balance the looseness of board shorts and the snug fit of swim briefs.

Rash Guard Man ResortPin
Rash guards offer protection and style, ideal for active days on the beach. Photo: Deposit Photos

Rash Guards: Designed for protection, rash guards are often worn for water sports activities, providing UV protection and reducing skin irritation.

Each type of swimwear is designed with specific purposes and style preferences. Advanced materials are utilized for quick-drying properties, UV protection, and durability. This innovation in fabric technology enhances the overall experience, whether lounging by the pool or engaging in water sports.

Layering & Outerwear

Man T-shirt Sweater Tied Around Shoulders Shorts Sunglasses YachtPin
Incorporate versatile layers into your resort wardrobe. Photo: Deposit Photos

Sweaters & Light Jackets

Even in the most idyllic resort settings, cooler evenings and air-conditioned environments require additional clothing. This is where light sweaters and jackets come into play, serving as practical and stylish men’s resort wear elements.

The key to mastering this layering is choosing lightweight and breathable pieces, ensuring comfort without compromising on style:

Lightweight Sweater Men Resort StylePin
Add a perfect layer of cozy elegance with a sweater for breezy resort evenings. Photo: Deposit Photos

Sweaters: Opt for thin, fine-knit sweaters made from cotton or a cotton-linen blend. These materials offer just enough warmth for a cooler evening without causing discomfort.

The versatility of a sweater lies in its ability to be dressed up or down—wear it over a polo shirt for a casual dinner or layer it over a button-down for a more sophisticated look.

Chic and practical, find the essential light jacket for unpredictable resort weather.Pin
Chic and practical, find the essential light jacket for unpredictable resort weather. Photo: Deposit Photos

Light Jackets: A lightweight jacket, such as a bomber or a windbreaker, is perfect for a breezy night by the sea. These jackets should be easy to carry and provide just the right amount of warmth.

Look for options with a zip-front for easy wearing and styles that complement the rest of your resort wardrobe.

Suits & Blazers for Sophisticated Evenings

Linen Suit Resort WearPin
Elevate your resort attire with a sleek, breathable suit for sunny elegance. Photo: Deposit Photos

Resort evenings often come with opportunities to dress up, and nothing speaks of sophistication quite like a well-tailored suit or blazer. The resort wear twist, however, is in the fabric and fit.

Lightweight, breathable materials such as linen, seersucker, or light wool blends are ideal for maintaining comfort without sacrificing elegance.

Lightweight Suits: A lightweight suit in a neutral color like beige, light blue, or grey can be a stunning choice for a formal resort event. The suit should offer a relaxed fit, ensuring ease of movement and comfort in warmer climates.

Blazer Man Resort SeasonPin
A versatile blazer is the key to transitioning seamlessly from beach to fine dining. Photo: Deposit Photos

Blazers: A single blazer can transform a basic outfit into evening wear. Choose a blazer in a light fabric, perhaps with a subtle pattern or texture, to add depth to your outfit.

Pair it with contrasting trousers and a crisp shirt for a refined and relaxed ensemble.

Resort Footwear

Daytime Footwear: Sandals to Sneakers

Step into comfort and style with sandals that epitomize laid-back living.Pin
Step into comfort and style with sandals that epitomize laid-back living. Photo: Eddie & Carolina Stigson / Unsplash

The proper footwear is crucial in completing the resort wear ensemble, especially during the day when comfort is paramount. Daytime resort footwear ranges from the ultimate ease of sandals to the practicality of sneakers, each serving a specific purpose and style.

Sandals: The epitome of vacation footwear, sandals are ideal for beach outings and casual walks. Look for designs that offer comfort and durability, such as cushioned soles and quality straps.

Leather sandals can add a touch of sophistication, making them versatile for beachside lounging and casual dining.

Slip On ShoesPin
Effortless sophistication: add slip-on shoes for a seamless resort ensemble. Photo: tinx / Deposit Photos

Slip-on Shoes: For a slightly more dressed-up look, slip-on shoes like loafers or espadrilles are perfect. They provide the convenience of easy wearing while offering more coverage and support than sandals.

These shoes work well for various activities, from exploring local markets to enjoying brunch at the resort.

Sneakers bring a casual yet trendy twist to your resort wardrobe essentials. Pin
Sneakers bring a casual yet trendy twist to your resort wardrobe essentials. Photo: Deposit Photos

Sneakers: A pair of stylish sneakers is indispensable for the more active vacationer. They are ideal for longer walks or more adventurous activities.

Opt for lightweight, breathable materials and ensure a comfortable fit to avoid discomfort during prolonged wear.

Evening Footwear: Elevating Style with the Right Choice

As the sun sets and evening approaches, resort wear dictates a shift in footwear towards more elegant and formal options while still maintaining comfort.

Loafers Resort ManPin
Loafers are the epitome of laid-back luxury, perfect for upscale lounging. Photo: Deposit Photos

Loafers: A classic pair of leather or suede loafers can elevate any evening outfit. They balance formal and casual, making them suitable for various evening settings, from a classy dinner to a relaxed gathering.

Dress sneakers blend elegance with comfort.Pin
Dress sneakers blend elegance with comfort. Photo: Deposit Photos

Dress Shoes: For more formal occasions, a pair of dress shoes, such as Oxfords or Derbys, is appropriate. Dress sneakers provide a more casual, modern option. Choose lighter hues and materials to keep in line with the resort aesthetic.

Ensure a comfortable fit, as well-fitted dress shoes can provide support and ease for the entire evening.

Boat Shoes Smart Casual Summer Outfit Resort MenPin
Boat shoes offer a classic, nautical flair, essential for seaside adventures. Photo: Deposit Photos

Boat Shoes: Boat shoes are a great option if the evening affair is casual. They offer a smart-casual look that aligns well with the laid-back resort atmosphere.

Accessories: The Finishing Touches

Sunglasses, Hats & Watches

Accessories are the keystones in elevating the overall look of resort wear, adding style and functionality to an ensemble. Essential items like sunglasses, hats, and watches serve practical purposes and offer an opportunity to showcase personal style.

Sunglasses Resort ManPin
Shade in style: Sunglasses that are a quintessential accent for sun-soaked days. Photo: Deposit Photos

Sunglasses: A pair of high-quality sunglasses is indispensable in any resort setting. They protect your eyes from harsh sunlight while adding a touch of sophistication to your look.

Choose frames that complement your face shape and opt for lenses with UV protection. Styles range from classic aviators to modern wayfarers, allowing for personal expression.

Bucket Hat Resort Wear Man Tropical Print ShirtPin
Top off your look with a bucket hat that combines fashion with sun protection. Photo: Deposit Photos

Hats: A good hat provides shade from the sun and adds a stylish flair to your outfit. Consider lightweight materials like straw or cotton for breathability.

Popular styles include fedoras, Panama hats, and bucket hats, each offering a unique vibe to your resort wear.

Watch Mens Resort WearPin
Choose a watch that reflects resort luxury for a subtle yet impressive style statement. Photo: Deposit Photos

Watches: A watch is a statement of style. For resort wear, opt for watches with a casual yet elegant look. Water-resistant features are a plus for any beachside or pool activities.

Materials like leather, canvas, or even metal can be chosen to match the rest of your outfit.

Bags & Backpacks for Functionality & Style

Regarding resort wear, the right bag is not just about carrying essentials; it’s about complementing your style while being practical for various activities.

Backpack Mens ResortPin
Daytime bags are your stylish companion for all resort activities, from beach to cafe. Photo: Deposit Photos

Daytime Bags: Consider a lightweight backpack or a canvas tote bag for daytime explorations. These are ideal for carrying water bottles, sunscreen, and a camera. Look for comfortable straps, secure closures, and enough compartments for easy organization.

Man Crossbody Leather Bag White ShirtPin
Leather crossbody bags make the seamless transition from day to evening. Photo: Deposit Photos

Evening Bags: A sleek messenger or a stylish crossbody bag can serve you well in the evenings. These bags should be compact yet spacious enough to carry your essentials.

Specialty BagsPin
Specialty bags are uniquely designed to cater to specific resort adventures with flair. Photo: Deposit Photos

Specialty Bags: For specific activities like a day on a boat or a trip to a local market, specialty bags like waterproof dry bags or compact sling bags can be both practical and stylish. Choose one that suits the activity while still aligning with your overall resort look.

Seizing Style & Comfort in Every Setting

Resort Blue SuitPin
Tailored for relaxation, get styled for sophistication in every resort setting with a relaxed suit. Photo: Deposit Photos

The essence of men’s resort wear lies in its ability to blend relaxation and elegance seamlessly. From the sunlit shores to the upscale evenings, each piece in this fashion genre serves a dual purpose: providing comfort while exuding style.

It’s a dance of fabrics and fits, with linen and cotton leading the way in shirts and lightweight trousers transitioning effortlessly from day to night. Every element plays a crucial role.

Footwear shifts from the ease of daytime sandals to the refined touch of evening loafers, mirroring the day’s transition into night. Accessories like sunglasses, hats, and watches are personal style statements, harmonizing utility with aesthetics.

Remember, resort wear is about embracing a lifestyle where every outfit reflects a balance of leisure, comfort, and elegance. So, as you pack for your next getaway, let your choices in resort wear reflect this harmonious blend, ensuring you step into every scene with confidence and style.

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