Mens Resort Wear Shirts

Men's resort wear shirts are designed to help you make the most of every getaway, from relaxing poolside to exploring new destinations. With a focus on comfort and lasting value, these shirts offer timeless style and versatility for any warm-weather adventure. Whether you're enjoying a casual afternoon or heading out for an evening gathering, men's resort wear shirts deliver easygoing appeal and reliable quality, making them a smart addition to your travel wardrobe.

Sort by:

Filter & Sort

298 Items

Men's Tropicwear Shirt, Long-Sleeve

A green long-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.

Pros: Effective sun protection Lightweight fabric High quality Versatile design Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A wrinkle-free, moisture-wicking cotton shirt in lake check with a relaxed traditional fit and buttoned collar.

Pros: Great fit High quality Wrinkle-free Comfortable Nice color
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $69.95 now: $59.99

A pale sienna chambray shirt with built-in stretch, moisture-wicking cotton blend, and a shorter untucked hem.

Pros: High quality Versatile design Great color Soft fabric Comfortable fit
Men's Tropics Shirt, Short-Sleeve Print

A breathable green cotton shirt with a relaxed fit and weathered print, perfect for hot days.

Pros: Great color and pattern Durable quality Versatile style Cool and lightweight Comfortable fit
Men's Organic Cotton Seersucker Shirt, Short-Sleeve, Slightly Fitted, Plaid
Price was from: $49.95 now: $39.99

A breathable red plaid shirt in 100% organic cotton seersucker with a slightly fitted design.

Pros: High quality Breathable fabric Stylish design Versatile look Comfortable fit
Men's SunSmart® Cool Weave Shirt Short-Sleeve

A lightweight, multi-color shirt offering UPF 50+ protection with moisture-wicking, quick-dry performance.

Pros: Cool-looking patterns Excellent for summer True to size Good quality material Comfortable fit
Men's Tropicwear Shirt, Short-Sleeve

A green short-sleeve shirt with UPF 50+ protection, featuring stretch fabric and multiple pockets.

Pros: High quality Attractive appearance Durable fabric Convenient pockets Comfortable fit
Men's Tropicwear Shirt, Short-Sleeve Print
Price was from: $69.95 now: $59.99

A short-sleeve shirt in canyon rust fish print with UPF 50+ protection and built-in stretch.

Pros: Quality fabric Good fit Comfortable to wear
Men's Tropicwear Shirt, Plaid Long-Sleeve

A dark amber plaid long-sleeve shirt with UPF 50+ protection, built-in stretch, and excellent venting.

Pros: High quality Effective sunblock Well-made Cool and comfortable fabric Good fit
Men's Tropicwear Shirt, Plaid Short-Sleeve

A surf blue short-sleeve shirt with UPF 50+ protection, made from soft, stretchy polyester/nylon blend.

Pros: Fast drying Lightweight Nice appearance Good fit Quick-drying
Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit

A superlight black short-sleeve shirt made from breathable, crinkled cotton gauze for warm-weather comfort.
Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid

A superlight orange plaid shirt in breathable crinkled cotton gauze with a relaxed, untucked fit.
Men's Signature Seersucker Madras Shirt, Slightly Fitted, Short-Sleeve

A green short-sleeve shirt in breathable cotton seersucker with a slightly fitted silhouette.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit

A breathable brown short-sleeve shirt crafted from a soft, durable hemp-cotton blend with vintage-inspired patterns.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged gray short-sleeve shirt in a soft, breathable hemp/cotton blend with vintage-inspired stripes.
Men's Signature Vacationland Shirt, Short-Sleeve, Slim Fit

A green slim-fit cotton shirt with a spread collar and buttoned front pocket, perfect for warm days.
Men's All-Adventure Shirt

A multi-color, moisture-wicking shirt with a built-in sunglasses cloth, perfect for any adventure.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print

A blue short-sleeve shirt in a breathable hemp/cotton blend with vintage-inspired patterns and button-down collar.
Men's Sunwashed Canvas Shirt, Traditional Fit

A prewashed, 100% cotton canvas shirt in bay leaf, offering a relaxed fit with durable double-needle stitching.

Pros: Durable Comfortable Good fit Nice color Well made
Men's Premium Double L® Polo, Long-Sleeve Without Pocket

A green long-sleeve polo made from supersoft cotton that resists wrinkling, fading, shrinking, and pilling.

Pros: Warmth and insulation True to size Durable material Soft fabric Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Price was from: $64.95 now: $54.99

A green check button-down shirt made of wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Lightweight and breathable fabric Attractive classic design Wrinkle-free and easy care High quality and durability Comfortable fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, 100% cotton shirt in crystal blue tattersall with a traditional fit for all-day comfort.

Pros: High quality Wrinkle-free Easy to care for Durable Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $64.95 now: $54.99

A green check button-down shirt made from wrinkle-free, moisture-wicking cotton poplin for lasting comfort.

Pros: Attractive color and style Versatile and flattering design High-quality construction Wrinkle-free fabric Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print

A red cotton-blend chambray shirt with stretch, moisture-wicking comfort, and a relaxed untucked fit.

Mens Resort Wear Shirts

When summer is in full swing, the right resort wear shirt can make all the difference, whether you’re heading out for a weekend by the lake, enjoying a backyard barbecue, or simply relaxing on the patio with friends and family. Resort wear shirts for men are designed with relaxation and versatility in mind, offering lightweight comfort and easygoing style for all kinds of warm-weather activities. Crafted from soft, breathable fabrics, these shirts keep you cool in the sun and comfortable during those long, lingering evenings. Many feature thoughtful details like quick-drying materials, built-in sun protection, and easy-care construction, making them a smart choice for travel and everyday wear alike. The timeless appeal of these shirts means they’re just as at home paired with shorts and sandals as they are dressed up with chinos for a casual dinner out. For those who appreciate clothing that transitions seamlessly from poolside to dinner table, resort wear shirts deliver lasting value and a sense of laid-back confidence.

Resort wear shirts are a thoughtful gift for any man who enjoys spending time outdoors or values comfort and practicality in his wardrobe. They’re especially appreciated by those who travel often, whether for family vacations, destination celebrations, or quick weekend getaways. The relaxed fit and classic styling make them easy to wear for all ages, and the durable construction ensures they’ll hold up through countless washes and adventures. These shirts are also a popular choice for group outings and family gatherings, where matching styles can add a fun, coordinated touch to photos and memories. When shopping for resort wear shirts, consider the recipient’s favorite colors, preferred sleeve length, and the types of activities he enjoys most—some shirts are designed with extra stretch for active days, while others focus on breathability for maximum comfort in the heat. For even more options that fit a variety of special occasions, take a look at our complete selection of Mens Occasion Shirts.

Wearing a resort shirt isn’t just about looking good; it’s about feeling at ease wherever the day takes you. Picture yourself setting up a picnic under the shade of a big oak tree, the gentle breeze rustling your shirt as you reach for a cold drink. Or imagine the easy camaraderie of a family reunion, with everyone gathered around the grill while you stay cool and comfortable in a shirt designed for the outdoors. These shirts are built to handle the demands of summer, from impromptu games of catch on the lawn to sunset strolls along the boardwalk. Their classic designs ensure they never go out of style, and their versatility means you’ll find yourself reaching for them season after season. Whether you’re shopping for yourself or searching for a gift that’s sure to be appreciated, men’s resort wear shirts offer the perfect blend of comfort, durability, and timeless appeal—ready for all of life’s memorable moments outside.