Skip to main content

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Men's Relaxed Fit Travel Shirts

Find men's relaxed fit travel shirts with a roomier cut than fitted styles for your travel wardrobe. Browse the selection for options that complement the pants you plan to pack, and compare individual size and fit details to help you choose.

Read More
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A bright blue, wrinkle-free cotton sport shirt with moisture-wicking TrueCool® fabric and a relaxed fit.
(4,814)
$69.95 $49.99
SALE
What customers like:
Fits well
Good quality
Bright and vivid colors
Wrinkle-free
Lightweight
$69.95 $49.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
A navy blue, long-sleeve tee made of 100% cotton that resists shrinking, fading, and pilling.
(10,664)
$36.95 $36.95
SALE
What customers like:
Durable and well-made
Variety of colors
Maintains shape and color
High-quality fabric
Comfortable fit
$36.95 $36.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A charcoal heather flannel shirt with sheepskin shearling lining, offering superior softness and traditional fit.
(8,393)
$79.95 $79.95
SALE
What customers like:
Great quality
Warm and cozy
Excellent fit
Comfortable
Superior softness
$79.95 $79.95
SALE
Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
L.L.Bean Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
A classic charcoal Henley with a wool blend outer layer and soft cotton inner layer for warmth.
(6,147)
$79.95 $79.95
SALE
What customers like:
Quality construction
Perfect fit
Warmth
Comfortable
Versatility
$79.95 $79.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A prewashed 100% cotton canvas shirt in juniper, featuring a relaxed fit and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable construction
Great color options
Soft fabric
Comfortable fit
$69.95 $69.95
SALE
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
L.L.Bean Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
A supercozy, fleece-lined flannel shirt in classic navy plaid, featuring a relaxed traditional fit.
(4,535)
$99.95 $74.99
SALE
What customers like:
Perfect fit
Comfort
Warmth
Softness
True to size
$99.95 $74.99
SALE
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
L.L.Bean Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
A supersoft juniper cotton polo that resists wrinkles, fading, shrinking, and pilling.
(2,956)
$44.95 $44.95
SALE
What customers like:
Great fit
High quality
Good color options
Durable
Comfortable
$44.95 $44.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
A wrinkle-free, moisture-wicking cotton shirt with a relaxed fit and check pattern in lake blue.
(2,628)
$59.95 $39.99
SALE
What customers like:
Great fit
High quality
Wrinkle-free
Comfortable
Nice color
$59.95 $39.99
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Professional look
Versatile
$79.95 $79.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
A wrinkle-free, 100% cotton shirt with a traditional fit and ultrasmooth finish in crystal blue tattersall.
(2,091)
$79.95 $79.95
SALE
What customers like:
High quality
Wrinkle-free
Easy to care for
Durable
Comfortable fit
$79.95 $79.95
SALE
Men's Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A green, 100% cotton tropical shirt with a relaxed fit and weathered look for ultimate comfort.
(2,027)
$54.95 $54.95
SALE
What customers like:
Great color and pattern
Durable quality
Versatile style
Cool and lightweight
Comfortable fit
$54.95 $54.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
A nautical blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a slightly fitted check pattern.
(1,619)
$69.95 $69.95
SALE
What customers like:
Flattering fit
Good quality
Wrinkle-free
Versatile style
Comfortable
$69.95 $69.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
An indigo chambray shirt with built-in stretch, moisture-wicking cotton blend, and a relaxed untucked fit.
(1,214)
$69.95 $49.99
SALE
What customers like:
High quality
Versatile design
Good color options
Soft fabric
Comfortable fit
$69.95 $49.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
A breathable blue chambray shirt in a cotton blend with stretch, moisture-wicking fabric, and untucked fit.
(1,159)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Tropicwear Shirt, Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Long-Sleeve
A mineral blue long-sleeve shirt with UPF 50+, made from soft, stretchy polyester/nylon blend.
(980)
$74.95 $74.95
SALE
What customers like:
Lightweight fabric
Great quality
Sun protection
Versatile use
Comfortable fit
$74.95 $74.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
A blue cotton-blend plaid shirt offering breathable, moisture-wicking comfort with built-in stretch and a relaxed fit.
(845)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
An indigo short-sleeve chambray shirt with moisture-wicking cotton blend and built-in stretch for comfort.
(625)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's SunSmart® Cool Weave Shirt Short-Sleeve
L.L.Bean Men's SunSmart® Cool Weave Shirt Short-Sleeve
A green, lightweight, UPF 50+ shirt with moisture-wicking fabric and zippered chest pocket for sun protection.
(600)
$59.95 $34.99
SALE
What customers like:
Cool-looking design
Excellent for summer
True to size
Good quality material
Comfortable fit
$59.95 $34.99
SALE
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
A rugged blue cotton flannel shirt with a soft brushed finish, plaid pattern, and durable stitching.
(531)
$79.95 $79.95
SALE
What customers like:
Great fit
Very comfortable
Exceptionally soft fabric
$79.95 $79.95
SALE
Men's Tropicwear Shirt, Short-Sleeve
L.L.Bean Men's Tropicwear Shirt, Short-Sleeve
A gray short-sleeve shirt with UPF 50+, featuring stretch fabric and multiple functional pockets.
(461)
$69.95 $44.99
SALE
What customers like:
High quality
Attractive appearance
Durable fabric
Functional pockets
Comfortable fit
$69.95 $44.99
SALE
Men's Maine Guide Shirt
L.L.Bean Men's Maine Guide Shirt
A durable, 85% wool and 15% nylon plaid shirt, perfect for layering and outdoor adventures.
(352)
$170 $170
SALE
What customers like:
Great fit
High quality
Good quality
Cushioning
Warm
$170 $170
SALE
Men's Swift River Cooling Sun Shirt, Short-Sleeve
L.L.Bean Men's Swift River Cooling Sun Shirt, Short-Sleeve
An iron blue short-sleeve swim shirt with UPF 50+ protection, quick-drying, and anti-microbial fabric.
(338)
$49.95 $29.99
SALE
What customers like:
High quality
True to size
Quick-drying
Soft fabric
Comfortable fit
$49.95 $29.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
A breathable blue chambray shirt in a cotton blend with stretch, moisture-wicking, and a relaxed untucked fit.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
A breathable blue cotton-blend chambray shirt with stretch, moisture-wicking fabric, and a relaxed untucked fit.
(267)
$74.95 $54.99
SALE
What customers like:
Easy to care for
High-quality fabric
Breathable material
Stylish appearance
Comfortable fit
$74.95 $54.99
SALE

Men's Relaxed Fit Travel Shirts

Men’s relaxed fit travel shirts bring a familiar, easygoing style to the clothes packed for time away. The appeal starts with the silhouette: relaxed fit generally describes a roomier cut rather than a close-fitting shape, giving the shirt a less tailored look. That distinction matters when choosing something that should feel like part of an established wardrobe, not a separate outfit bought only for a trip. Travel can mean a drive to visit family, a long-awaited vacation with friends, or a few days exploring somewhere new, and personal style still has a place in the suitcase. A shirt in a preferred fit helps keep that style recognizable, whether the itinerary is planned down to the hour or leaves plenty of room for another stop along the way. This collection centers on the combination of travel and relaxed fit, with an emphasis on choosing a shape that suits the person wearing it. Roomier does not necessarily mean choosing a larger size; size and fit describe different aspects of a garment, and individual measurements remain important. The way a shirt sits across the shoulders, the amount of room through the body, and the length of the hem all contribute to its overall appearance. Someone who prefers a straight, unfussy silhouette may have different priorities from someone who usually wears a more closely tailored shirt. Neither approach requires leaving personal preferences at home. Familiar colors, pleasing proportions, and details that feel natural alongside favorite pants can make a travel wardrobe feel more cohesive. There is value in choosing a shirt that looks like something its owner would reach for willingly, rather than something that belongs only to an imagined version of the trip. The best starting point is the fit already enjoyed, with the individual shirt’s description providing the details needed to make a thoughtful choice.

A relaxed fit is one part of the decision, while fabric, construction, and care information help put that fit in context. The collection name alone does not describe every shirt’s composition or care requirements, so those details belong in the consideration of each garment. Fabric content is useful for comparing a potential purchase with shirts already in the closet: a familiar composition offers a point of reference, while an unfamiliar one deserves a closer look at the description. Personal preferences matter here, including whether a shirt’s appearance feels crisp or casual, how its fabric is described, and how it fits into the rest of a planned wardrobe. Care deserves the same attention, especially when travel arrangements vary. A weekend bag brought home after two nights presents a different laundry situation from a suitcase unpacked during an extended stay. Checking the care label before making plans for washing or drying helps keep expectations tied to the actual garment. Travel labeling should not stand in for those instructions. Long-term value also involves more than the first trip: thoughtful construction, a fit worth returning to, and a style that continues to feel right are meaningful considerations when choosing clothing. Durability is best considered through the individual garment’s construction details and care guidance rather than assumed from the category name. For fit comparisons, a favorite shirt can provide a useful reference for the measurements supplied in a size chart. Shoulder placement, body length, and sleeve measurements, where provided, offer more specific information than a size letter alone. A relaxed silhouette can still look intentional when those proportions suit the wearer. Preferences about wearing a shirt tucked or untucked also make length worth considering, without assuming that every design is intended to be worn both ways. These are the everyday details that distinguish a shirt that simply fits in a suitcase from one that earns a lasting place in a wardrobe.

Travel wardrobes are personal because trips are personal. One person packs around a few familiar combinations; another enjoys bringing a little more variety for photographs, dinners, and visits with people not seen often enough. Men’s relaxed fit travel shirts offer a category to explore for those who prefer a roomier silhouette as part of that planning. Picture a suitcase open on the bed, with pants and shirts laid out in the combinations their owner actually likes to wear. The useful choices are not necessarily the most unusual ones. A color that works with several familiar pieces or a pattern that reflects someone’s personality may be more meaningful than a departure from their usual style. Keeping those preferences in view makes the selection feel less like assembling a special-purpose wardrobe and more like bringing along a well-chosen part of home. For a broader look at the same fit preference, the men’s relaxed fit shirts collection provides another place to explore. Travel shirts can also be a thoughtful gift for someone who enjoys planning the next getaway, returning to a favorite destination, or spending time with family farther from home. The strongest gift choices begin with knowledge of the recipient: the size they wear, the cut they prefer, and the colors or patterns they regularly choose. A relaxed fit should reflect that person’s taste rather than an assumption about age or body type. When the gift is tied to an upcoming trip, attention to the recipient’s actual plans and care preferences is more useful than guessing what a travel shirt ought to offer. Whether chosen as a gift or added to a personal wardrobe, the lasting appeal lies in familiar style, considered proportions, and quality worth appreciating beyond the moment of packing. A well-chosen travel wardrobe leaves room for individuality, from someone who has taken the same route for years to someone setting out for a first visit. Relaxed fit is simply one clear preference around which to build it.
Read More

FAQs