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Item 143575
$39.50
$19.50 - $50.50
Save up to 51%
4.65

(15)

Breathe Easy Seersucker Short Sleeve Shirt: Light and airy with an authentic puckered stripe texture, this shirt offers both sublime style and supreme comfort. Chest pocket, faux shell buttons, embroidered detail at the neck, two back pleats, side gussets, shirttail hem. 100% cotton. Machine wash. Classic Fit. Imported.
4.65

(15)

4.65

(15)

Item 144993
$69.50
Grey Matter Seersucker Short Sleeve Shirt: Your go-to seersucker shirt features subtle heathering. With two button-through chest pockets, grosgrain tape at the inside back neck. Faux shell fisheye buttons. Square hem. Side vents. 100% cotton. Machine wash. Imported.
Item 145043
$59.50
Fleur et Feuille Jacquard Shirt: Reminiscent of rich French toile de jouy wallpaper, our "Fleur et Feuille" (Flower and Leaf) design features a white floral pattern superimposed over a leafy motif. It's made of lightweight, garment-washed cotton that gets softer with every wash. With a chest pocket and grosgrain trim at the inside back neck and side vents. Square hem. Machine wash. Classic Fit. Imported.
Item 143770
$59.50 - $75.50
$34.50 - $59.50
Save up to 54%
4.75

(18)

Gridding Here To Here Seersucker Short Sleeve Shirt: This highly unique lightweight cotton shirt induces smiles with a trio of fabric details – a chambray ground, textured seersucker and tattersall check. And, the tattersall features multicolored space-dyed yarns. With a button-through chest pocket, contrast grosgrain tape at the inside neck and side vents. Signature carved pinwheel buttons. Square hem. Two back side pleats. 100% cotton. Machine washable. Classic Fit. Imported.
4.75

(18)

4.75

(18)

Item 145055
$59.50
5.05

(1)

Pacific Sun Ikat Dobby Stripe Shirt: Colorful wide striated stripes are interspersed with ikat lobby "railroad track" stripes to create a totally unique shirt in easy lightweight cotton. With a button-through chest pocket, point collar, two-tone coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 145029
$49.50
5.05

(1)

Costa del Sol Leno Weave Popover: Midweight leno weave cotton is garment washed for superior softness. With light wood buttons at the four-button placket. Contrast herringbone twill tape at the inside back neck and side vents. Square hem. Machine wash. Relaxed Fit. Imported.
5.05

(1)

5.05

(1)

Item 144968
$59.50
Union Square Dobby Check Shirt: Raised dobby checks travel across this midweight cotton shirt that will complement almost anything in your spring wardrobe. Chest pocket. Faux horn buttons with antiqued nickel rims. Contrast grosgrain trim at the inside back neck and side vents. Square hem. Machine wash. Classic Fit. Imported.
Item 144786
$59.50
4.05

(2)

Beachside Solid Rayon Shirt: Lightweight rayon feels cool against your skin, and has an easy, casual drape. The square hem makes it ideal for wearing untucked over shorts or chino pants. Detailed with two chest pockets, pickstitching throughout, basketweave coconut buttons, notched sleeves, and grosgrain tape at the inside back neck and side vents. Two back pleats. 100% rayon. Machine washable. Classic Fit. Imported.
4.05

(2)

4.05

(2)

Item 145059
$69.50
Palm D'oro Batik Print Shirt: A tropical forest of palm fronds covers this unique vacation shirt made of cool midweight cotton. Detailed with a chest pocket, point collar, light coconut buttons and square hem. Machine wash. Relaxed Fit. Imported.
Item 145035
$39.50
The Hottest Ticket Short Sleeve Shirt: The quintessential outdoor adventure shirt. We used our Hot Ticket travel blazer fabric – super lightweight 2.9-oz. nylon with stretch spandex – to create a zero swelter shirt for the tropics. It's also water- and wrinkle-resistant, and quick-drying. Two chest pockets with hidden snap closure (the left one also has an eyeglasses cord), contrast stitching, vented back yoke and matte plastic buttons. Shirttail hem. Nylon/spandex. Machine wash. Classic Fit. Imported.
Item 145031
$39.50
Backyard Leno Weave Plaid Shirt: A lightweight warm weather shirt in yarn-dyed cotton with a leno weave detail woven into the pattern. Detailed with a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
Item 145095
$39.50
Spice Of Life Plaid Shirt: A lightweight shirt in yarn-dyed cotton for a lived-in look and feel. With a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
Item 144995
$39.50
Down To Earth Plaid Shirt: A down-to-earth warm weather shirt at a down-to-earth price. The lightweight yarn-dyed cotton fabric has a subtle slub texture. With a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
Item 144997
$39.50
Earth Bound Gingham Shirt: A lightweight warm weather shirt in yarn-dyed cotton with a subtle slub texture. Detailed with a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Relaxed Fit. Imported.
Item 145117
$39.50
Skyline Drive Dobby Plaid Shirt: An easygoing, easy-wearing warm weather shirt. The lightweight yarn-dyed cotton fabric has a subtle dobby texture. With a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
Item 110545
$69.50
5.05

(1)

Stretch Corduroy Jean Jacket: The classic jean jacket shape gets a Territory Ahead upgrade in cotton stretch corduroy. Details include four outside pockets, seaming details and contrast stitching. Inside back yoke is lined in our "Down To Earth" plaid shirt fabric. Territory Ahead logo buttons, including adjustable ones at the back waist. Cotton/spandex. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 110232
$179.00
2.05

(2)

Laguna Denim Blazer: We updated the perfect transitional blazer in signature, midweight 9-oz. cotton-linen denim that's substantial, yet keeps you cool. Intentionally unlined for easy wearing, except for the inside back yoke, which is lined in our "Island Insider" printed palm tree cotton chambray, and sleeves lined in contrasting solid acetate. Seven pockets: two lower patch pockets with inverted pleats (there's also a pocket-within-a-pocket for your smart phone); one chest pocket; two inside pockets; plus a pen pocket. Double needle stitching. Faux horn buttons. Two-button front. Two back vents. Machine wash. Classic Fit. Imported.
2.05

(2)

2.05

(2)

Item 110547
$139.00
5.05

(2)

Day Tripper 2.0 Twill Jacket: Your search for the perfect transitional fall jacket ends here. Lightweight cotton twill is pigment garment dyed for a weathered appearance. It's partially lined in cotton poplin, and comes with a lightweight nylon hood that's concealed with a zip closure at the back of the neck. Adjustable side tab buckles, a collar tab buckle and zig-zag stitching give it extra swagger, along with antiqued brass snaps and zippers. Eight total pockets... outside: two snap chest pockets, two snap lower pockets and two zip pockets; inside: two pockets, one buttons, one zips. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 110234
$129.00
The Hottest Ticket Travel Blazer: We updated the fabric of our Hot Ticket travel blazer, adding a hint of spandex to the nylon for stretch, and it has an overall more streamlined look. Super lightweight 2.9-oz. nylon is ideal for tropical days when it's too hot but a jacket is required. It's also water- and wrinkle-resistant, quick-drying, and abrasion proof. The 2-button, unconstructed silhouette is unlined for the blazing heat of the tropics, with three front pockets, two inside zip pockets, double-needle stitching, and a single back vent for ease of movement. Nylon/spandex. Machine wash. Classic Fit. Imported.
Item 110230
$169.00
Item 110201
$199.00
$119.00 - $199.00
Save up to 40%
2.85

(9)

On The Fly Version II Lightweight Travel Blazer: Now with an improved fit... This goes the distance, whether you board a plane or take a cruise (or even if you're a self-professed land lubber). It's super-practical, yet luxurious, in a lightweight, soft peached fabric that's perfect year 'round. It's made of poly-nylon-cotton for wrinkle resistance and durability, with a water-resistant coating for quick-drying comfort. It's also easy to pack and machine washable, with four outside pockets (one zips) and four inside pockets (two that zip). Two-button front with two back vents. Faux horn buttons. Contrast zig-zag stitching underneath the collar and lapel. Tone-on-tone elbow patches. Poly/cotton/nylon. Fully lined with the body in a blue cotton jacquard camouflage pattern; sleeves lined in striped poly. Machine wash. Classic Fit. Imported.
2.85

(9)

2.85

(9)

Item 110222
$159.00
Savannah Honeycomb Piqué Sport Coat: This easy, unconstructed blazer is made of midweight cotton with a unique honeycomb piqué knit that has a bit of natural stretch. Intentionally unlined in the body to keep you cool, with a half lining at the back yoke and lined sleeves for easy on and off. Three outside patch pockets and two inside welt pockets, plus a pen pocket. Two-button front with faux horn buttons. Single back vent. Seaming details front and back. 100% cotton. Machine wash. Classic Fit. Imported.
Item 110224
$259.00
Newport Silk Sport Coat: We've updated your favorite tweedy, hand-woven silk matka sport coat with new fabric and more handsome details. Featuring a two-button front with faux-horn buttons. Seven total pockets: two lower pockets with flaps that can tuck in; one chest pocket, three inside pockets, plus one pen pocket. Fully lined in striped viscose with cool pickstitching, plus contrast pen holder and pocket details. Single back vent. 100% silk. Dry clean. Imported.
Item 145173
$79.50
Grey Matter Seersucker Long Sleeve Shirt: Your go-to seersucker shirt features subtle heathering. With two button-through chest pockets, grosgrain tape at the inside back neck. Faux shell fisheye buttons. Square hem. Side vents. 100% cotton. Machine wash. Imported.
Item 110543
$179.00
$143.20
Save 20%
4.05

(2)

The Go Further Out Twill Jacket: We updated our Go All Out jacket with new, midweight garment-dyed cotton twill that has a hint of stretch spandex. It's travel friendly with a water-resistant coating. It has a hidden zip-out hood and an exterior vented back for added comfort. There's also room for all your necessities with 11 total pockets: eight outside, including four buttoned bellows pockets, two side-seam pockets and two hidden vertical zip pockets; three inside pockets, including one for your smart phone, and an internal key clip. Adjustable inside drawcord at the waist. Matte buttons with nylon taping. Tone-on-tone rectangular elbow patches. Chunky YKK zippers. Adjustable button cuffs. Cotton/spandex. Machine wash. Classic Fit. Imported. 32.5" length.
4.05

(2)

4.05

(2)

Item 110539
$129.00
Laguna Denim Hoodie Jacket: This is the perfect casual transitional piece that works as a casual hoodie but is also a jacket with a button-down front. Territory Ahead's signature, midweight cotton-linen denim feels substantial, yet keeps you cool. Expertly crafted inside and out, with our signature "Island Insider" palm tree chambray print details, including on the hood binding, inside yoke, placket and cuffs. Front pouch pockets. Brown coconut buttons. Square hem. Cotton/linen. Machine wash. Classic Fit. Imported.
Item 144970
$109.00
Java Expedition Baja Hoodie: You'll dig the robust texture and all-day comfort of this heavyweight hoodie made of super soft cotton. Detailed with a front pouch pocket, three baja coconut buttons with contrast turquoise threads at the placket, and contrast herringbone trim inside the drawstring hood and at the inside back neck. Square hem. 100% cotton. Machine wash. Relaxed Fit. Imported.
Item 144964
$69.50
5.05

(1)

Ranchero Linen Cotton Dobby Stripe Shirt: Unique rope-like brown stripes are interspersed with variegated stripes in brown, natural, blue and plum. Lightweight linen-cotton is garment washed for softness. With a button-through chest pocket, fisheye coconut buttons, point collar and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 144879
$69.50
Tread Lightly Dobby Stripe Long Sleeve Shirt: This lightweight cotton shirt features a unique plain weave mixed with dobby stripes that resemble tire treads. Coolness abounds with a button-through chest pocket and faux shell fisheye buttons. Grosgrain trim accents the inside back neck and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 144962
$69.50
2.05

(1)

Crosshatch Buffalo Check Linen Cotton Shirt: Large scale buffalo checks have the look of an artist's hand-drawn crosshatched lines. Lightweight linen-cotton is garment washed for extra softness. With a chest pocket, ridged two-tone coconut buttons, point collar and square hem. Grosgrain trim at the inside back neck (and locker loop), sleeve plackets and side vents. Machine wash. Classic Fit. Imported.
2.05

(1)

2.05

(1)

Item 144836
$59.50
Sahara Spice Stripe Popover: Deep spice tones place it firmly in desert territory, and the dyed cotton stripes have a subtle texture that invites a closer look. With two button-through pockets, a four-button front placket with coconut buttons, and grosgrain tape at the inside collar band, sleeve plackets and side vents. Square hem. 100% cotton. Machine wash. Relaxed Fit. Imported.
Item 144872
$59.50
Brisa Fresca Solid Popover: Made from our best-selling, midweight piece-dyed leno weave cotton with a soft feel and subtle texture. With two button-through chest pockets, contrast herringbone twill tape at the inside back neck, faux wood buttons, and square hem with side vents. 100% cotton. Machine wash. Relaxed Fit. Imported.
Item 144959
$59.50
Sea & Sand Seersucker Stripe Popover: Seashells at the seashore not included... but a relaxed fit with lightweight comfort comes standard. The lightweight cotton is dyed for a lived-in look and horizontal stripes make it especially unique. Two button-through pockets. Herringbone twill tape at the inside back neck. Two-tone coconut buttons. Shirttail hem. Machine wash. Relaxed Fit. Imported.
Item 144974
$59.50
Tread Lightly Dobby Stripe Short Sleeve Shirt: This lightweight cotton shirt features a unique plain weave mixed with dobby stripes that resemble tire treads. Coolness abounds with a button-through chest pocket and faux shell fisheye buttons. Grosgrain trim accents the inside back neck and side vents. Square hem. 100% cotton. Machine wash. Imported.
Item 145053
$59.50
5.05

(1)

Wavemaker Ombré Dobby Stripe Shirt: Wavy ombré dobby stripes create an eye-catching pattern that invites a closer look. Midweight cotton keeps you cool all season. With a button-through chest pocket and faux horn buttons with antiqued nickel rims. Grosgrain tape accents the inside back neck and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 143688
$49.50
$24.50 - $49.50
Save up to 51%
Puebla Sunset Seersucker Stripe Shirt: This lightweight cotton shirt features colorful, yarn-dyed vertical stripes juxtaposed with a horizontal seersucker texture – ideal for hot summer days. Detailed with one chest pocket, faux mother-of-pearl buttons and a shirttail hem with side gussets. Two side back pleats. Machine washable. Imported.

Related Products

Territory Ahead offers exceptional southwest inspired men’s clothing with unique fabrics, details and buttons you won’t find at ordinary men’s clothing companies. Shop our new arrivals of men’s clothing, including extraordinary textured shirts, comfort waist pants, investment-quality leather jackets, signature jeans, leather shoes and boots, and our famous A-List Peruvian T-Shirts. Many styles are available in both regular and men’s tall sizes.

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