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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
4.35

(6)

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.
4.35

(6)

4.35

(6)

Item 110232
$179.00
3.25

(5)

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.
3.25

(5)

3.25

(5)

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
4.05

(8)

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.
4.05

(8)

4.05

(8)

Item 110230
$169.00
4.25

(4)

Panama Coast Linen Cotton Blazer: Midweight 9-oz. linen-cotton twill is substantial and keeps you cool. Unlined, except for the back yoke, which is lined in yarn-dyed stripes, and solid-lined sleeves. Yarn-dyed striped trim. 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. Linen/cotton. Machine wash. Classic Fit. Imported.
4.25

(4)

4.25

(4)

Item 110201
$199.00
$119.00 - $199.00
Save up to 40%
2.75

(12)

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.
2.75

(12)

2.75

(12)

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
4.35

(3)

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.
4.35

(3)

4.35

(3)

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
3.55

(2)

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.
3.55

(2)

3.55

(2)

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
5.05

(1)

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.
5.05

(1)

5.05

(1)

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

(2)

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

(2)

5.05

(2)

Item 143688
$49.50
5.05

(1)

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.
5.05

(1)

5.05

(1)

Item 146865
$44.50
Super Slub Jersey Polo: This soft, comfortable polo is perfect for cooler beach days in midweight cotton jersey knit, with a waves-like horizontal slub texture. With subtle contrast topstitching and square hem. Small Territory Ahead logo at the hem. Machine wash. Classic Fit. Imported.
Item 146854
$29.50
4.05

(2)

Super Slub Short Sleeve Jersey Crew: This soft, comfortable crewneck T-Shirt is perfect for cooler beach days in midweight cotton jersey knit, with a waves-like horizontal slub texture. With ribbed knit crew neck and cuffs, subtle contrast topstitching and curved shirttail hem. Small Territory Ahead logo at the hem. Machine wash. Classic Fit. Imported.
4.05

(2)

4.05

(2)

Item 146974
$49.50
Super Slub Jersey Hoodie: This soft, comfortable hoodie is perfect for cooler beach days in midweight cotton jersey knit, with a waves-like horizontal slub texture. With ribbed knit cuffs, subtle contrast topstitching and square hem. Small Territory Ahead logo at the hem. Machine wash. Classic Fit. Imported.
Item 146921
$49.50
5.05

(3)

The Sweet Spot Short Sleeve Henley: This hits the coveted sweet spot for weight and superior softness. Midweight 210-gram cotton jersey knit is peached for a soft hand, and the contrast stitching gives it character. Contrast Henley collar and sleeves. Faux horn buttons with antiqued nickel rims. Curved shirttail hem with embroidered logo. Machine wash. Classic Fit. Imported.
5.05

(3)

5.05

(3)

Item 146933
$49.50
5.05

(1)

Flecks Schedule Cotton Linen Crew: This heavyweight cotton-linen crew has the look and feel of a vintage sweatshirt, with subtle flecks in the loopback knit fabric. With ribbed knit collar and cuffs. V-inset at the front crew neck. Subtle contrast topstitching. Curved shirttail hem. Machine wash. Imported.
5.05

(1)

5.05

(1)

Item 146932
$59.50
Flecks Schedule Cotton Linen Henley: This heavyweight cotton-linen Henley has the look and feel of a vintage sweatshirt, with subtle flecks in the loopback knit fabric. With tone-on-tone collar and placket, raglan sleeves and subtle contrast topstitching. Coconut buttons. Square hem. Machine wash. Imported.
Item 146783
$59.50
$39.50 - $59.50
Save up to 34%
5.05

(2)

The Sweet Spot Jersey Short Sleeve Polo: This hits the coveted sweet spot for weight and superior softness. Midweight 210-gram cotton jersey knit is peached for a soft hand, and the contrast zig-zag stitching at the shoulders, sleeve cuffs and back yoke give it character. Ribbed collar, side panels and sleeve cuffs. Faux horn buttons with antiqued nickel rims. Curved shirttail hem with embroidered logo. Machine washable. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 146876
$49.50
The Sweet Spot Short Sleeve Shirt: This hits the coveted sweet spot for weight and superior softness. Midweight 210-gram cotton jersey knit is peached for a soft hand, and the contrast stitching gives it character. With a chest pocket and point collar. Faux horn buttons with antiqued nickel rims. Square hem. Machine wash. Classic Fit. Imported.
Item 146721
$36.50
$19.50 - $36.50
Buy More and SAVE!
4.55

(30)

Peruvian Pima T-Shirt: This is our lightest weight T-Shirt. "Pima" is Peruvian for the softest cotton you'll ever experience. It's also known for its strength to withstand whatever you throw at it (including multiple washings). Machine wash. Classic Fit. Made in Peru.

Buy any 2 & SAVE $3 each
Buy any 3 & SAVE $5 each
Buy any 4 & SAVE $7 each
Buy 5 or more & SAVE $10 each


NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This T-Shirt is on the generous side of Classic Fit. We recommend ordering one size smaller if you prefer a trimmer fit. (3) Men's Tall sizes are generally made to fit guys over 6' tall. Tall tees have 1" extra in sleeve length, 2" extra in body length.
4.55

(30)

4.55

(30)

Item 146722
$32.50
$14.50 - $32.50
Buy More and SAVE!
4.65

(64)

Peruvian Pima T-Shirt: This is our lightest weight T-Shirt. "Pima" is Peruvian for the softest cotton you'll ever experience. It's also known for its strength to withstand whatever you throw at it (including multiple washings). Machine wash. Classic Fit. Made in Peru.

Buy any 2 & SAVE $3 each
Buy any 3 & SAVE $5 each
Buy any 4 & SAVE $7 each
Buy 5 or more & SAVE $10 each


NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This T-Shirt is on the generous side of Classic Fit. We recommend ordering one size smaller if you prefer a trimmer fit. (3) Men's Tall sizes are generally made to fit guys over 6' tall. Tall tees have 1" extra in sleeve length, 2" extra in body length.
4.65

(64)

4.65

(64)

Item 146807
$44.50
$26.50 - $44.50
Save up to 40%
Monogrammed Peruvian Pima T-Shirt: This is our lightest weight T-Shirt. "Pima" is Peruvian for the softest cotton you'll ever experience. It's also known for its strength to withstand whatever you throw at it (including multiple washings). Machine wash. Classic Fit. Made in Peru.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each


Monogram will be centered on wearer's right sleeve, 1.25" from bottom of sleeve.

NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This T-Shirt is on the generous side of Classic Fit. We recommend ordering one size smaller if you prefer a trimmer fit. (3) It's important for the first few washings to wash with like colors as there will be some color loss. (4) Allow an additional 7 business days for monogramming. Monogrammed items are not returnable. Price shown includes $12 monogram fee.

Item 146751
$32.50
Buy More and SAVE!
4.75

(20)

Peruvian Pima T-Shirt: This is our lightest weight T-Shirt. "Pima" is Peruvian for the softest cotton you'll ever experience. It's also known for its strength to withstand whatever you throw at it (including multiple washings). Machine wash. Classic Fit. Made in Peru.

Buy any 2 & SAVE $3 each
Buy any 3 & SAVE $5 each
Buy any 4 & SAVE $7 each
Buy 5 or more & SAVE $10 each


NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This T-Shirt is on the generous side of Classic Fit. We recommend ordering one size smaller if you prefer a trimmer fit. (3) Men's Tall sizes are generally made to fit guys over 6' tall. Tall tees have 1" extra in sleeve length, 2" extra in body length.
4.75

(20)

4.75

(20)

Item 146884
$39.50
$19.50 - $39.50
Buy More and SAVE!
4.15

(55)

A-List Peruvian T-Shirt: By far, you'll find it to be the best T-Shirt out there for weight, color and quality. Made of substantial, 235-gram long-staple Tanguis cotton from Peru and designed to fade and soften with each wash. The colors are not heavy and saturated, but rather soft and somewhat faded from day one (except for Black, which holds its saturation). We use a special pigment garment-dyeing process to achieve this effect. The end result is a T-Shirt with a soft, weathered look and feel, just like an old favorite you've had for years. Embroidered logo. Machine wash. Classic Fit. Made in Peru.

Buy any 2 & SAVE $3 each
Buy any 3 & SAVE $5 each
Buy any 4 & SAVE $7 each
Buy 5 or more & SAVE $10 each


NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This T-Shirt is on the generous side of Classic Fit. We recommend ordering one size smaller if you prefer a trimmer fit. (3) It's important for the first few washings to wash with like colors as there will be some color loss.
4.15

(55)

4.15

(55)

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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