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Casual Shirts For Vacation Travel

Explore casual shirts for vacation travel with timeless style and versatility. Find options to pair with your favorite pants and shorts, whether you’re putting together a few vacation outfits or rounding out your travel wardrobe.

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Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A tan 100% cotton canvas shirt with a relaxed fit, durable stitching, and button-flap pockets.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Soft material
Durable construction
Versatile design
Comfortable fit
$69.95 $69.95
SALE
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, 100% cotton, wrinkle-free sport shirt with moisture-wicking TrueCool® fabric and a relaxed fit.
(4,814)
$69.95 $49.99
SALE
What customers like:
Perfect fit
Wrinkle-free
Durable
Comfortable
Beautiful colors
$69.95 $49.99
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 nautical blue, wrinkle-free short-sleeve shirt in 100% cotton poplin with moisture-wicking TrueCool® fabric.
(2,628)
$59.95 $59.95
SALE
What customers like:
Wrinkle-free
Great color
Durable
Comfortable
Good fit
$59.95 $59.95
SALE
Women's Vacationland Seersucker Shirt, Short-Sleeve Popover Stripe
L.L.Bean Women's Vacationland Seersucker Shirt, Short-Sleeve Popover Stripe
A relaxed-fit, bright capri cotton seersucker shirt with a deep button-front placket and side slits.
(2,243)
$49.95 $29.99
SALE
What customers like:
Cool and comfortable
Perfect fit
Great quality
Versatile
Nice color
$49.95 $29.99
SALE
Women's Vacationland Seersucker Shirt, Long-Sleeve Plaid
L.L.Bean Women's Vacationland Seersucker Shirt, Long-Sleeve Plaid
A relaxed-fit green plaid shirt crafted from soft, breathable 100% cotton seersucker for cool comfort.
(2,085)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A green, 100% cotton tropical shirt offering a relaxed fit and breathable comfort for hot days.
(2,027)
$54.95 $54.95
SALE
What customers like:
Cool and breathable
Attractive design
Durable quality
Versatile style
Comfortable fit
$54.95 $54.95
SALE
Women's Vacationland Seersucker Shirt, Long-Sleeve
L.L.Bean Women's Vacationland Seersucker Shirt, Long-Sleeve
A relaxed-fit blue striped cotton shirt offering cool comfort and great coverage with chest pockets.
(1,957)
$59.95 $39.99
SALE
What customers like:
Lightweight and breathable
Attractive colors and design
Easy to care for
Versatile style
Comfortable fit
$59.95 $39.99
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 check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.
(1,619)
$69.95 $69.95
SALE
What customers like:
High quality
Wrinkle-free
Stylish design
Comfortable
Good fit
$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 long-sleeve chambray shirt with built-in stretch, perfect for wearing untucked.
(1,214)
$69.95 $49.99
SALE
What customers like:
High quality
Versatile design
Soft fabric
Good stretch
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 green chambray shirt with stretch, moisture-wicking cotton blend, perfect for untucked casual wear.
(1,159)
$74.95 $54.99
SALE
What customers like:
High quality material
Well made
Good stretch
Soft fabric
Comfortable fit
$74.95 $54.99
SALE
Men's Tropicwear Shirt, Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Long-Sleeve
A white long-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.
(980)
$74.95 $74.95
SALE
$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 vintage indigo plaid chambray shirt with built-in stretch, designed for comfort and versatility.
(845)
$59.95 $39.99
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Stylish design
Durable
$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
A green short-sleeve chambray shirt with moisture-wicking cotton blend and comfortable stretch.
(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 Tropicwear Shirt, Short-Sleeve
L.L.Bean Men's Tropicwear Shirt, Short-Sleeve
A gray short-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.
(461)
$69.95 $44.99
SALE
What customers like:
Attractive appearance
Great quality
Durable fabric
High comfort
Excellent fit
$69.95 $44.99
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 red cotton-blend chambray shirt with built-in stretch and a moisture-wicking, untucked fit.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
A white cotton blend oxford shirt with moisture-wicking and stretch, designed for untucked wear.
(290)
$74.95 $54.99
SALE
What customers like:
Quality fabric
Versatile
Good fit
Dressy yet comfortable
Casual style
$74.95 $54.99
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 $62.99
SALE
What customers like:
Easy to care for
High-quality fabric
Breathable material
Stylish appearance
Comfortable fit
$74.95 $62.99
SALE
Men's Tropicwear Shirt, Short-Sleeve Print
L.L.Bean Men's Tropicwear Shirt, Short-Sleeve Print
A lightweight, multi-color short-sleeve shirt with UPF 50+ sun protection and breathable venting.
(181)
$74.95 $34.99
SALE
$74.95 $34.99
SALE
Men's Tropicwear Shirt, Plaid Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Plaid Long-Sleeve
A blue plaid long-sleeve shirt with UPF 50+, built-in stretch, and wrinkle-free fabric.
(159)
$79.95 $59.99
SALE
What customers like:
Effective sun protection
Wrinkle-free and easy care
Cool and comfortable fabric
High quality and well-made
Good fit
$79.95 $59.99
SALE
Men's Tropicwear Shirt, Plaid Short-Sleeve
L.L.Bean Men's Tropicwear Shirt, Plaid Short-Sleeve
A blue plaid short-sleeve shirt with UPF 50+ protection and wrinkle-free, stretchable fabric.
(143)
$74.95 $74.95
SALE
What customers like:
Great fit
Attractive appearance
Fast drying
Lightweight
Quick-drying
$74.95 $74.95
SALE
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A blue long-sleeve shirt in a breathable hemp/cotton blend, perfect for untucked casual wear.
(0)
$79.95 $38.99
SALE
$79.95 $38.99
SALE
Men's Comfort Stretch Performance® Chambray Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Chambray Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
A green cotton-blend plaid shirt featuring quick-drying, moisture-wicking stretch chambray and a relaxed untucked fit.
(0)
$54.95 $34.99
SALE
$54.95 $34.99
SALE
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
A blue cotton blend shirt with moisture-wicking fabric, perfect for untucked wear and easy care.
(0)
$59.95 $29.99
SALE
$59.95 $29.99
SALE

Casual Shirts For Vacation Travel

Casual Shirts For Vacation Travel bring a familiar sense of style to the days you spend somewhere new. There’s something especially enjoyable about getting dressed for a morning with no commute, a shared breakfast and a whole day ahead to explore at your own pace. When choosing shirts for a getaway, start with what you already enjoy wearing rather than building a completely different wardrobe for the trip. A favorite kind of collar, a familiar fit or a pattern that feels like you can be a useful starting point. Solid colors offer a simple look, while stripes, checks and other prints add variety to your vacation wardrobe. Think about how each shirt will look with the pants, shorts and shoes you plan to bring. A few thoughtful combinations can make a smaller selection feel more personal and complete than a suitcase full of pieces chosen without one another in mind.

The details that matter most often become clear when you picture getting dressed away from home. Consider whether you prefer a shirt tucked in or left untucked, then check the listed length and hem shape before making your choice. Look at the fit description and available measurements, using a shirt you already own as a point of comparison. Your usual size is a helpful starting place, but the cut deserves attention too, particularly if you like a closer silhouette or a more relaxed look. Sleeve length, collar style and the number and placement of pockets can also influence which shirts feel most like your everyday favorites. Review each item’s care instructions alongside your plans, especially if you expect to do laundry during a longer stay. These small checks help you choose with a clearer picture of what you’re adding to your travel wardrobe, rather than relying on a photograph alone.

Casual vacation shirts can be a thoughtful choice for someone planning a family getaway, celebrating a retirement with a long-awaited trip or returning to a favorite place year after year. For a gift, take your cues from the recipient’s own closet: the colors they reach for, the patterns they repeat and whether they favor a neat, understated look or something a little more expressive. A shirt that reflects their preferences can feel more considered than one chosen only to match a destination. The same approach works when shopping for yourself. Picture the moments that make a vacation yours—everyone gathering for a group photo, lingering over lunch or comparing favorite memories at the end of the day. Choose styles you’ll be glad to see in those pictures and equally glad to reach for once you’re home. Timeless casual style leaves plenty of room for individual taste, wherever your next trip takes you.

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