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 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 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 Premium Double L® Polo, Hemmed Short-Sleeve with Pocket

A supersoft black cotton polo that resists wrinkles, fading, shrinking, and pilling with a no-roll collar.

Pros: Great fit High quality Good color options Durable Comfortable
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 Comfort Stretch Performance® Pima Polo, Short-Sleeve, Stripe

A blue striped polo with quick-dry Pima cotton blend, UPF30 protection, and built-in stretch.
Men's Lakewashed Performance Polo, Short-Sleeve
Price was from: $49.95 now: $39.99

A mineral red, short-sleeve polo with moisture-wicking, UPF 50+ fabric, and resilient stretch for comfort.
Men's Tropicwear Comfort Polo, Short-Sleeve
Price was from: $49.95 now: $39.99

A buttery soft, moisture-wicking polo with UPF 50+ sun protection, made from recycled polyester blend.
Men's Ultralight Adventure Polo, Long-Sleeve
Price was from: $59.95 now: $49.99

A green, quick-drying long-sleeve polo offering moisture-wicking comfort and stretch in durable polyester.
Men's Casco Bay Rugged Polo, Short-Sleeve, Print
Price was from: $54.95 now: $44.99

A rugged green cotton polo with contrast trim, perfect for untucked wear and easy care.
Men's Washed Cotton Double-Knit Polo, Long-Sleeve
Price was from: $64.95 now: $54.99

A soft green long-sleeve polo crafted from a heathered cotton-nylon blend with a modern knit collar.
Men's Casco Bay Rugged Polo, Short-Sleeve

A rugged gray short-sleeve polo in breathable 100% cotton piqué with contrast trim and untucked fit.
Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Print

A blue cotton-blend polo featuring quick-dry, moisture-wicking fabric, UPF 50+ sun protection, and fun prints.
Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve

A purple short-sleeve polo with quick-dry Pima cotton blend, UPF30 protection, and built-in stretch.
Men's Lakewashed Performance Polo, Short-Sleeve, Stripe
Price was from: $49.95 now: $39.99

A versatile striped polo in a cotton blend with moisture-wicking, UPF 50+ fabric, and resilient stretch.
Men's Bean's Vintage Soft Rugby, Mockneck, Chest Stripe

A vintage-inspired rugby shirt in jersey-knit cotton with a mockneck and bold chest stripes.
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 Everyday SunSmart® Polo 2.0, Short-Sleeve Stripe
Price was from: $54.95 now: $29.99

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

A lightweight, moisture-wicking purple polo in a Pima cotton blend, perfect for versatile wear.
Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket Stripe

A blue striped cotton polo that resists wrinkles, fading, shrinking, and pilling for lasting comfort.
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 Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in nautical blue check with moisture-wicking TrueCool® fabric.

Pros: High quality Wrinkle-free Lightweight Good fit Comfortable
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
Price was from: $64.95 now: $54.99

A wrinkle-free, 100% cotton oxford shirt in French blue with a traditional fit and classic tailoring.

Pros: Great fit High quality Wrinkle-free Durable Comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Price was from: $54.95 now: $44.99

A green check short-sleeve shirt made from wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Wrinkle-free and stays crisp Great fit and true to size Lightweight and breathable Attractive color and print Comfortable and soft fabric
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 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.