Men's Shirts & Button Downs

Classic style, zero stiffness. Easy to throw on and go, our shirts and button downs give you the polished look you want with the lived-in comfort you need.

24 Items

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Man wearing a brown espresso twill flannel shirt with chest pockets over a cream-colored undershirt.
Espresso brown flannel shirt with long sleeves, button front, and two chest pockets displayed on white background.
Man wearing a brown espresso twill flannel shirt with long sleeves and a collar, shown from the back.
Man wearing a brown espresso twill flannel shirt with chest pockets and button front closure.
Man wearing a brown espresso twill flannel shirt with chest pockets over a cream undershirt.
Close-up of espresso brown twill fabric with diagonal ribbed texture and soft folds.
Man wearing a brown espresso twill flannel shirt with a white shirt underneath in an outdoor setting.
Man wearing an espresso brown flannel shirt over a white shirt standing outdoors on a dirt road.

Dunewood Flannel Shirt

$138
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Man wearing burgundy plaid flannel shirt with navy stripes over white undershirt.
Burgundy plaid flannel shirt with long sleeves and button front closure displayed on flat background.
Man wearing burgundy and navy plaid flannel shirt with long sleeves, shown from behind.
Burgundy plaid flannel shirt with navy and blue stripes worn over a cream undershirt and light blue jeans.
Man wearing a burgundy plaid flannel shirt over a cream-colored shirt with light blue jeans.
Burgundy plaid flannel fabric with intersecting lines in black and blue tones.
Man wearing a burgundy plaid flannel shirt with dark pants standing on a wooded trail.
Man wearing a burgundy plaid flannel shirt layered under a gray button-up overshirt outdoors.

Seaside Lightweight Flannel Shirt

$128
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Man wearing a navy blue flannel shirt with chest pockets and button front closure.
Navy blue flannel shirt with button front, collar, and two chest pockets with flaps.
Man wearing a navy blue flannel shirt with long sleeves and a collar, shown from the back.
Man wearing a navy blue flannel shirt with button front, collar, and chest pockets.
Man wearing a navy blue flannel shirt with chest pockets over a white undershirt and beige pants.
Navy twill fabric with diagonal ribbed texture and natural folds throughout the material.
Man wearing navy twill flannel shirt over white t-shirt with khaki pants in outdoor field.
Man wearing a navy button-front flannel shirt over a white t-shirt and tan pants standing in a field.

Dunewood Flannel

$138
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Man wearing a blue plaid flannel shirt with orange and white stripes over gray pants.
Blue and orange plaid flannel shirt with long sleeves and button front closure displayed flat.
Man wearing a blue plaid flannel shirt with orange and white stripes over gray pants.
Man wearing a blue plaid flannel shirt with orange and white grid pattern and button front.
Man wearing a blue plaid flannel shirt with long sleeves and gray pants standing against a white background.
Close-up of blue plaid flannel fabric with orange and white woven stripes throughout.
Blue and gray plaid flannel shirt with button front and rolled sleeves on wearer.
Man wearing a blue and gray checkered flannel shirt with long sleeves over a white undershirt.

Seaside Lightweight Flannel Shirt

$128
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Man wearing a long-sleeved button-up shirt with horizontal gray and white stripes throughout.
Tan and white striped button-up shirt with long sleeves and a collar on a light background.
Man wearing a beige and white striped long-sleeve button-up shirt, shown from behind.
Cream and navy striped terry button-up shirt worn with light blue jeans on a model.
Man wearing a long-sleeve button-up shirt with horizontal stripes in beige and white tones.
Terry fabric with black diagonal stripes running across a cream-colored textured background.
Man wearing a blue striped button-up shirt over a white henley sits on a bench by water.
Man wearing a blue and white striped button-up shirt over a cream henley shirt.

Sundown Terry Button Up

$138

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Man wearing sand ombre plaid flannel shirt with button front and chest pocket.
Men's flannel shirt with sand and brown ombre plaid pattern and button front closure.
Man wearing a sand ombre flannel shirt with horizontal stripes, shown from the back.
Man wearing sand ombre plaid flannel shirt with beige pants and brown boots.
Sand ombre flannel shirt fabric displaying a plaid weave pattern in cream and navy blue tones.
Man wearing sand ombre striped flannel shirt with button front and chest pocket over cream pants.
Man wearing a dark brown ribbed cardigan over a plaid shirt and light pants indoors.

Seaside Lightweight Flannel Shirt

$128
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Man wearing an olive-toned denim shirt with a chest pocket over a cream-colored t-shirt.
Olive-colored denim shirt with long sleeves, chest pocket, and button front closure displayed on white background.
Man wearing an olive-colored denim shirt with long sleeves and button cuffs, viewed from behind.
Man wearing an olive-toned denim shirt with a chest pocket over a white shirt.
Man wearing olive overdyed denim shirt over white tee with dark jeans and brown boots.
Olive-toned denim fabric with a textured weave and diagonal fold creating shadow highlights.
Man wearing an olive-colored denim shirt with a white t-shirt underneath against a stone wall.
Man wearing olive denim shirt over white shirt leaning on porch railing outdoors.

Driftwood Denim Shirt

$158
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy
Norwood Long Sleeve Button Up | Navy

Norwood Long Sleeve Button Up

$118
Man wearing a light blue denim shirt with button front and chest pocket.
Medium wash denim shirt with long sleeves, chest pocket, and button-front closure displayed flat.
Man wearing a medium blue denim shirt with long sleeves and button front closure.
Man wearing a medium-wash denim shirt with a chest pocket and button-front closure.
Man wearing a medium wash denim shirt with a chest pocket and dark gray pants.
Medium wash denim shirt with collar and front button closure displayed on neutral background.
Medium wash denim shirt with mother-of-pearl button and brand label detail visible.
Close-up of medium denim wash fabric showing woven texture and diagonal folds in blue.

Driftwood Denim Shirt

$158

NEW

Man wearing navy and blue plaid flannel shirt with button front and chest pockets over white undershirt.
Navy and blue plaid flannel shirt with long sleeves, chest pockets, and button front closure.
Man wearing a navy blue flannel shirt with a dark plaid pattern, shown from the back view.
Man wearing a navy plaid flannel shirt with blue and black grid pattern over white undershirt.
Man wearing a navy plaid flannel shirt with long sleeves and light gray pants.
Navy flannel fabric with a water plaid pattern in blue and dark tones.
Man wearing navy twill flannel shirt over white t-shirt with khaki pants in outdoor field.
Man wearing a navy button-front flannel shirt over a white t-shirt and tan pants standing in a field.

Dunewood Flannel Shirt

$138
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Man wearing a beige and red striped long sleeve button up shirt with a collared neckline.
Tan and white striped long sleeve button up shirt with a collared neckline displayed flat.
Man wearing a tan waffle stripe long sleeve button up shirt over blue jeans, shown from behind.
Man wearing a long-sleeve button-up shirt with horizontal tan and white striped waffle texture pattern.
Beige waffle-striped long sleeve button-up shirt with gold buttons worn with blue denim jeans.
Man wearing a sandbar waffle stripe long sleeve button-up shirt and blue jeans.
Tan and blue striped waffle textured fabric with vertical stripes and diagonal weave pattern.
Man wearing a beige waffle striped long sleeve button up shirt over blue jeans.

Oasis Long Sleeve Button Up

$138

NEW

Man wearing a beige and brown striped flannel shirt over a cream hoodie with gray pants.
Beige and brown striped flannel shirt with horizontal stripes throughout and button front closure.
Man wearing a striped flannel shirt with horizontal bands in cream, brown, and tan colors with a cream hood.
Man wearing a cream-colored flannel shirt with brown and tan horizontal striped pattern throughout.
Beige and brown striped flannel shirt with horizontal bands and cream-colored button front closure.
Man wearing a cream and brown striped flannel shirt with gray pants and tan boots.
Cream and brown striped flannel fabric with woven herringbone pattern detail in close-up view.
Man wearing a tan and brown striped flannel shirt over a white t-shirt and blue jeans.
Man wearing a beige and tan striped flannel shirt over a white t-shirt with jeans.

Dunewood Flannel Shirt

$138
+1 more
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Man wearing a navy flannel shirt with horizontal teal and white stripes throughout.
Blue flannel shirt with horizontal stripes in white, teal, and navy featuring button front closure.
Man wearing a navy flannel shirt with horizontal stripes in teal, white, and purple throughout.
Man wearing navy flannel shirt with horizontal teal and white stripe pattern and button front closure.
Navy flannel fabric with teal and cream striped pattern in a blanket weave texture.
Man wearing a navy flannel shirt with teal and red horizontal stripes and light blue jeans.
Man wearing navy twill flannel shirt over white t-shirt with khaki pants in outdoor field.
Man wearing a navy button-front flannel shirt over a white t-shirt and tan pants standing in a field.

Dunewood Flannel Shirt

$138
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Norwood Long Sleeve Button Up | Charcoal
Norwood Long Sleeve Button Up | Charcoal
Man wearing a charcoal long sleeve button up shirt with collar, shown from the back.
Charcoal long sleeve button-up shirt worn with light blue jeans, showing front placket and hem detail.
Norwood Long Sleeve Button Up | Charcoal
Charcoal colored fabric with textured weave and diagonal folds showing the material's depth and drape.
Norwood Long Sleeve Button Up | Charcoal
Norwood Long Sleeve Button Up | Charcoal

Norwood Long Sleeve Button Up

$118

NEW

Man wearing a blue and charcoal check flannel shirt with long sleeves and front button closure.
Blue and gray check flannel shirt with long sleeves, button front closure, and chest pocket.
Man wearing a blue and gray checked flannel shirt with long sleeves, shown from the back.
Man wearing a blue and charcoal check flannel shirt with button front and chest pocket.
Man wearing a blue checked flannel shirt over a white tee, paired with light-wash jeans and brown suede boots.
Blue and navy check pattern on lightweight flannel fabric with visible woven texture throughout.
Blue and gray plaid flannel shirt with button front and rolled sleeves on wearer.
Man wearing a blue and gray checkered flannel shirt with long sleeves over a white undershirt.

Seaside Lightweight Flannel Shirt

$128
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Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue
Norwood Long Sleeve Button Up | Light Blue

Norwood Long Sleeve Button Up

$118

NEW

Man wearing blue and white striped button-up shirt with long sleeves and collar.
Blue and white striped button-up shirt with long sleeves and collar displayed flat against white background.
Man wearing a blue and white striped button-up shirt with long sleeves from behind.
Blue and white striped terry button-up shirt worn with khaki pants, showing textured fabric detail.
Man wearing a blue striped button-up shirt with khaki pants and cream sneakers.
Close-up of navy blue terry fabric with white vertical stripe pattern and textured weave.
Man wearing a blue striped button-up shirt over a white henley sits on a bench by water.

Sundown Terry Button Up

$138

Bestseller

Man wearing a white oxford button-up shirt with rolled sleeves and a chest pocket.
White long-sleeved Oxford shirt with button front closure and navy trim at collar.
Man wearing a white button-up Oxford shirt with long sleeves and teal patterned shorts.
Man wearing a white oxford shirt with long sleeves and a collar, shown from behind.
Man wearing a light blue striped oxford shirt with button front and chest pocket detail.
Man wearing a light blue striped oxford shirt and dark navy pants standing in front of a truck.

Salty Oxford Shirt

$128
Personalize It

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Man wearing a khaki button-up denim shirt with long sleeves and a chest pocket over blue jeans.
Khaki denim shirt with button front, chest pocket, and long sleeves displayed on white background.
Man wearing a khaki denim shirt with long sleeves and button cuffs, shown from the back.
Man wearing a khaki button-up denim shirt with a chest pocket and long sleeves.
Man wearing a khaki denim shirt with long sleeves and chest pocket over blue jeans.
Close-up of khaki denim fabric showing woven texture and neutral beige coloring.
Man wearing an olive-colored denim shirt with a white t-shirt underneath against a stone wall.
Man wearing olive denim shirt over white shirt leaning on porch railing outdoors.

Driftwood Denim Shirt

$158

Bestseller

Man wearing a light blue striped oxford shirt with long sleeves and button-front closure.
Light blue and white striped oxford button-down shirt with long sleeves and chest pocket.
Man wearing a light blue striped oxford shirt with long sleeves and a collar, shown from behind.
Man wearing a light blue and white striped oxford shirt with long sleeves and button front closure.
Man wearing light blue striped oxford shirt with gray pants and dark sneakers.
Man wearing a light blue striped oxford shirt with button front and chest pocket detail.
Man wearing a light blue striped oxford shirt and dark navy pants standing in front of a truck.

Salty Oxford Shirt

$128
Personalize It
Man wearing a button-up oxford shirt with horizontal orange, yellow, and cream stripes.
Long-sleeved Oxford shirt with horizontal stripes in coral, yellow, and cream featuring a chest pocket.
Man wearing a striped Oxford shirt with orange and yellow horizontal stripes over yellow shorts.
Oxford shirt with horizontal sunset-colored stripes in cream, yellow, and orange tones paired with yellow pants.
Man wearing a striped oxford shirt with orange and yellow horizontal stripes over a white undershirt.
Cotton oxford shirt fabric features vertical stripes in orange, yellow, and white tones.

Salty Oxford Shirt

$128
Mikey DeTemple x Fair Harbor
Man wearing a navy waffle-textured long sleeve button-up shirt with a collared neckline.
Navy waffle long sleeve button up shirt displayed flat against a white background.
Man wearing navy waffle-textured long sleeve button-up shirt, shown from back view.
Man wearing a navy waffle-textured long sleeve button-up shirt with gold buttons.
Man wearing a navy waffle-textured long sleeve button-up shirt paired with beige trousers.
Navy waffle textured fabric showing diagonal folds and the raised grid weave pattern throughout.
Man wearing a beige waffle striped long sleeve button up shirt over blue jeans.

Oasis Long Sleeve Button Up

$138
Man wearing a light blue button-down oxford shirt with long sleeves and a chest pocket.
Light blue oxford shirt with button front, chest pocket, and long sleeves displayed on neutral background.
Man wearing a light blue button-down oxford shirt with rolled sleeves and a chest pocket.
Man wearing a light blue long-sleeve oxford shirt, shown from the back view.
Man wearing a light blue button-down oxford shirt with long sleeves and light-wash jeans.
Man wearing a light blue striped oxford shirt with button front and chest pocket detail.
Man wearing a light blue striped oxford shirt and dark navy pants standing in front of a truck.

Salty Oxford Shirt

$128
Man wearing a beige long sleeve button-up shirt with horizontal waffle stripe texture and blue jeans.
Beige long sleeve button up shirt with waffle stripe texture and gold buttons displayed flat against white background.
Man wearing beige waffle stripe long sleeve button-up shirt with blue jeans, shown from back view.
Beige waffle stripe long sleeve button-up shirt worn with blue jeans, showing front placket and textured fabric detail.
Man wearing a beige striped long sleeve button-up shirt with blue jeans and tan sneakers.
Beige waffle stripe fabric with blue and cream horizontal stripes in textured weave pattern.
Man wearing a beige waffle striped long sleeve button up shirt over blue jeans.

Oasis Long Sleeve Button Up

$138

Men's Shirts & Button Downs | Comfortable & Timeless

Shop Fair Harbor Men’s shirts & button downs: timeless style with lived-in comfort. Lightweight, versatile layers for every season.