skip to content skip to navigation skip to search

Men's Big and Tall Traditional Fit Comfort-First Sail Rigger Oxford Shirt

We’ve given our Sail Rigger™ Oxford the Comfort-First™ treatment. What does that mean for you? A new stretch Oxford cloth fabric that wicks moisture and flexes to keep you comfortable all day long. We haven’t forgotten the details that matter, either. It’s still garment-washed to feel broken-in right out of the package, and it still has all the tailoring that makes it a classic Sail Rigger (including a buttondown collar with rear button, a roomy box pleat and a length suitable for tucked or untucked wear).
Item #508892-AE
Color:
$59.95
$59.95
Size: Please Select
Size: Please Select

Features

  • Stretch Oxford fabric moves with you
  • Moisture wicking keeps you dry and comfortable
  • Right length to wear tucked or untucked
  • Garment-washed for a broken-in feel
  • Classic buttondown collar
  • Gusseted side seam adds a distinctive touch
  • Adjustable two-button cuffs and sleeve placket button
  • Rear button keeps the collar in place
  • 69% cotton/27% polyester/4% spandex. Machine wash. Imported

Often bought together

  • Men's Tall Traditional Fit Comfort First Corduroy Shirt

    Men's Tall Traditional Fit Comfort First Corduroy Shirt

    Corduroy is a classic fabric for good reason: it’s super soft, durable, and looks just plain sophisticated. One thing it’s not traditionally known for? Stretch. Well, we’ve got your back with this Stretch Corduroy Shirt. A little added stretch goes a long way towards making this one of the most comfortable winter shirts of the season. We’ve kept our signature cut-above sport shirt details – like two-button adjustable cuffs, a flexible box pleat, buttondown collar and seven button no-gap placket – so there’s only one question left: Why isn’t this already in your closet?
    Item #504669-AE
    Color:
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Traditional Fit Printed Poplin Shirt

    Men's Traditional Fit Printed Poplin Shirt

    We love poplin – it’s one of the most effortlessly versatile midweight fabrics that’s perfect for all kinds of occasions. A poplin shirt easily carries you from the office to dinner to tucking in the kids at bedtime. For this cotton poplin shirt, we’ve added stylish prints that we think are just great for a little subtle flair. We’ve finished it with a buttondown collar, chest pocket and box pleat for a classic look and comfortable fit.
    Item #511434-AE
    Color:
    $44.95
    Size: Please Select
    • XS
      $44.95
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
  • Tall Tailored Fit Flagship Flannel Shirt

    Tall Tailored Fit Flagship Flannel Shirt

    There’s a reason we call it “Flagship” Flannel. Made from ringspun combed cotton and carefully brushed (on both sides) for a softer hand, it’s the commander of the fleet when it comes to comfort. We got the weight just right, too – so it’s warm but won’t overheat – and tailor each with a single chest pocket, buttondown collar, two-button adjustable cuffs and a two-ply box pleat for extra room in the shoulders.
    Item #462714-AE
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
  • Men's Tall Traditional Fit Short Sleeve Linen Shirt

    Men's Tall Traditional Fit Short Sleeve Linen Shirt

    Linen is the kind of fabric you’d wear on an island getaway. Toes in the sand, cold drink in hand, warm sun against your skin. It’s cool, breathable and – thanks to the natural wrinkle – always relaxed. With our classic tailoring and an improved fit, this is the perfect summer shirt, whether you’re kicking it at an island resort or your own backyard luau.
    Item #470915-6X
    Color:
    $19.97 - $49.95
    $19.97 - $49.95
    Size: Please Select
    • M
      $22.97 $54.95
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    • XXL
      $22.97 $54.95
    Size: Please Select
    • M
      $22.97 $54.95
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    • XXL
      $22.97 $54.95
  • Men's Tall Short Sleeve Traditional Fit Comfort-First Shirt with Coolmax

    Men's Tall Short Sleeve Traditional Fit Comfort-First Shirt with Coolmax

    We designed the Comfort-First™ shirt to take everything annoying about dress shirts and make it … well, not annoying. That’s why – like its long-sleeved cousin – this short sleeve shirt is made of 2-way stretch poplin. So it’s light and flexible – never stiff. That’s why it features a flex collar, for comfort all the way to the top button. That’s why it sports COOLMAX® technology – to keep you cool and dry, no matter how stuffy the room. That’s why it’s the dress shirt – actually reinvented. Actually, because we’re not just throwing phrases at the same old product, hoping they’ll catch. Actually, because we’ve actually gone and done it. (And also because “the dress shirt that’s not annoying” just didn’t have the same ring to it.)
    Item #508807-AE
    Color:
    $54.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Slim Fit Pattern Flagship Flannel Shirt

    Men's Slim Fit Pattern Flagship Flannel Shirt

    There’s a reason we call it “Flagship” Flannel. Made from ringspun combed cotton and carefully brushed (on both sides) for a softer hand, it’s the commander of the fleet when it comes to comfort. We got the weight just right, too – so it’s warm but won’t overheat – and tailor each with a single chest pocket, buttondown collar, two-button adjustable cuffs and a two-ply box pleat for extra room in the shoulders.
    Item #461906-AE
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95