Men's Relaxed Fit Polo Shirts

Men's relaxed fit polo shirts are a timeless staple in any wardrobe, offering the perfect blend of comfort and style. Whether you're heading out for a casual outing or need a versatile option for your everyday activities, these polos provide just the right amount of laid-back elegance. With their classic design and easygoing fit, they effortlessly complement a variety of looks, making them an essential piece for every season. Crafted with quality materials, our selection ensures lasting value and durability, so you can enjoy them for years to come. Embrace the ease and versatility of men's relaxed fit polo shirts and elevate your casual ensemble with confidence.

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Men's Washed Cotton Double-Knit Polo, Long-Sleeve
Price was from: $64.95 now: $39.99

A soft, heathered midnight black long-sleeve polo with a modern knit collar and ribbed cuffs.
Men's Premium Double L® Polo Banded, Short-Sleeve Without Pocket

A super-soft, classic navy cotton polo that resists wrinkles, fading, shrinking, and pilling.

Pros: High quality Easy care True to size Durable material Comfortable fit
Men's Ultralight Adventure Polo, Long-Sleeve
Price was from: $64.95 now: $44.99

A green, quick-drying long-sleeve polo offering moisture-wicking comfort and stretch in durable polyester.
Men's Casco Bay Rugged Polo, Short-Sleeve, Stripe

A rugged blue striped cotton polo with contrast trim, designed for a relaxed untucked fit.
Men's Premium Double L® Polo, Long-Sleeve Without Pocket

A long-sleeve, unshrinkable cotton polo in Atlantic Blue that resists wrinkles, fading, shrinking, and pilling.

Pros: High quality True to size Durable Versatile Comfortable fit
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket

A supersoft, juniper-colored cotton polo that resists wrinkles, fading, shrinking, and pilling.

Pros: Great fit High quality Durable Comfortable Nice color
Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve

A blue Pima cotton blend polo with stretch, quick-dry fabric, and UPF30 sun protection.
Men's Bean's Vintage Soft Rugby, Mockneck, Chest Stripe
Price was from: $79.95 now: $59.99

A vintage-inspired rugby shirt in jersey-knit cotton with a mockneck and bold chest stripes.
Men's Casco Bay Rugged Polo, Short-Sleeve, Print
Price was from: $54.95 now: $44.99

A rugged blue cotton polo with contrast trim, designed for a relaxed untucked fit.
Men's Everyday SunSmart® Polo 2.0, Short-Sleeve

A breathable, sun-blocking polo in carbon navy with UPF 50+ and moisture-wicking, quick-dry performance.
Men's Casco Bay Rugged Polo, Short-Sleeve

A rugged brown cotton piqué polo with contrast trim, no-roll collar, and a relaxed untucked fit.
Men's Lakewashed Performance Polo, Short-Sleeve, Stripe
Price was from: $49.95 now: $34.99

A versatile striped polo in a cotton blend with moisture-wicking, UPF 50+ fabric, and resilient stretch.
Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve, Stripe
Price was from: $64.95 now: $54.99

A gray short-sleeve polo with quick-dry, moisture-wicking Pima cotton blend and UPF30 sun protection.
Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Stripe

A lightweight pink polo in a breathable cotton blend with moisture-wicking, quick-dry, and UPF 50+ protection.
Men's Everyday SunSmart® Polo 2.0, Short-Sleeve Stripe
Price was from: $54.95 now: $44.99

A breathable, multi-color striped polo with UPF 50+ protection and stretch for active comfort.
Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Print

A blue cotton-blend polo featuring quick-dry, moisture-wicking fabric with UPF 50+ sun protection and stretch.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A deep green, 100% cotton poplin shirt with wrinkle-free performance and moisture-wicking TrueCool® fabric.

Pros: Perfect fit Wrinkle-free Durable Comfortable Beautiful colors
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Price was from: $59.95 now: $49.99

A wrinkle-free dark pine check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Wrinkle-free Great color Durable Comfortable Good 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 Bean's Vintage Soft Rugby, Chest Stripe

A green jersey-knit cotton rugby shirt with a twill collar and rubberized buttons for vintage softness.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $59.95 now: $44.99

A green short-sleeve shirt with moisture-wicking stretch fabric, perfect for wearing untucked.
Men's Bean's Vintage Soft Rugby, Mockneck, Stripe
Price was from: $79.95 now: $59.99

A garment-washed, multi-color striped mockneck rugby shirt crafted from ultra-soft 100% cotton with ribbed trim.
Men's Comfort Stretch Performance® Polo, Short-Sleeve, Slightly Fitted

A lightweight green polo in a moisture-wicking Pima cotton blend, perfect for versatile wear.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $64.95 now: $44.99

A versatile white plaid shirt with quick-drying, moisture-wicking stretch fabric, perfect for untucked wear.

Men's Relaxed Fit Polo Shirts

There’s something timeless about a relaxed fit polo shirt—an easygoing essential that fits right in from backyard barbecues to casual Fridays at the office. When the heat of July sets in, nothing feels quite as comfortable as the soft, breathable fabric of a well-made polo. These shirts are designed with comfort in mind, offering just the right amount of room to move without feeling oversized. Whether you’re heading out for a weekend hike, meeting friends for lunch, or spending a lazy afternoon by the lake, a relaxed fit polo shirt keeps you looking put together while feeling completely at ease. The classic collar and button placket add a touch of style, while the relaxed silhouette ensures you stay cool and comfortable, even as the day warms up. For anyone who values versatility, these polos are a true staple—easy to dress up with chinos or keep casual with shorts, and always ready for whatever the day brings.

Relaxed fit polo shirts make a thoughtful gift for dads, brothers, friends, or anyone who appreciates quality and comfort in their everyday wardrobe. They’re a great choice for birthdays, Father’s Day, or simply as a way to say “thank you” to someone special. The durable construction and lasting value mean these shirts will be worn and appreciated for seasons to come. They’re especially handy for travel—easy to pack, resist wrinkling, and ready to go from sightseeing to dinner without missing a beat. If you’re shopping for yourself, consider how a relaxed fit polo can solve the age-old dilemma of what to wear when you want to look neat but not too dressed up. With their timeless appeal, these shirts work for a wide range of ages and styles, making them a reliable option for anyone who enjoys spending time outdoors, running errands, or just relaxing with family. And if you’re looking to coordinate with loved ones, you’ll find a similar level of comfort and quality in our Women's Relaxed Fit Shirts collection—perfect for creating a laid-back, unified look for family gatherings or group outings.

As summer days stretch longer and schedules fill with everything from impromptu get-togethers to planned adventures, having a few relaxed fit polo shirts on hand makes getting dressed effortless. The best polos are crafted from soft, breathable materials that hold up to repeated wear and washing, maintaining their shape and color through countless outings. Details like reinforced seams, easy-care fabrics, and classic styling mean these shirts are built to last—ready for years of memories and good times outdoors. Whether you’re grilling in the backyard, heading out for a round of golf, or simply enjoying a quiet morning coffee on the porch, the right polo shirt is always up for the occasion. With so many colors and patterns to choose from, it’s easy to find a style that fits your personality and lifestyle, ensuring you’ll reach for these shirts again and again as the summer rolls on.