Blazers & Outerwear

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Item 110232
$179.00
$169.00
Save 6%
3.75

(7)

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.
3.75

(7)

3.75

(7)

Item 146974
$49.50
5.05

(1)

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.
5.05

(1)

5.05

(1)

Item 110201
$199.00 - $239.00
$119.00 - $199.00
Save up to 50%
2.75

(19)

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

(19)

2.75

(19)

Item 144970
$109.00
$99.00
Save 9%
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 144972
$129.00
4.55

(4)

Boomer Baja Stripe Hoodie: Bold, vintage-look stripes in multiple colors inspired us to name this amazing hoodie after a spirited Australian kangaroo. Midweight cotton is garment washed for softness. The horizontal stripes are complemented with vertical stripes on the roomy front pocket, front placket and hood. Herringbone twill tape at the inside back neck and inside the hood. Machine wash. Relaxed Fit. Imported.
4.55

(4)

4.55

(4)

Item 110222
$159.00
$149.00
Save 6%
2.05

(1)

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.
2.05

(1)

2.05

(1)

Item 110539
$129.00
5.05

(1)

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.
5.05

(1)

5.05

(1)

Item 110543
$179.00
$179.00 - $189.00
4.55

(4)

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.
4.55

(4)

4.55

(4)

Item 110166
$239.00
$149.00 - $239.00
Save up to 38%
3.95

(11)

Two For The Road Wool Sweater Blazer: It's like getting two garments in one – enjoy the look of a constructed jacket with the comfort of a sweater. Warm midweight wool has a unique heathered appearance. With a colorful plaid cotton lining and poly-lined sleeves for easy on and off. Two lower front pockets, one angled chest pocket, and two inside pockets. Dark brown faux horn buttons. Locker loop at inside back neck. Center back vent. Dry clean. Classic Fit. Imported.
3.95

(11)

3.95

(11)

Item 146792
$79.50
$59.50
Save 25%
5.05

(2)

Take time out for extended relaxation in our premium knit hoodie, made of irresistibly soft cotton-poly that feels as good inside as it does outside. With adjustable drawstring hood and two front pockets. Contrast ribbing at sleeve cuffs and square hem. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 110547
$139.00
4.05

(3)

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.
4.05

(3)

4.05

(3)

Item 110174
$149.00
$119.00
Save 20%
5.05

(1)

The lightweight nylon shell features horizontal quilting with light poly fill, making it ideal for travel. Detailed with three outside welt pockets, plus three inside pockets with zippers. Two-button front. Single back center vent. Seaming front and back. 100% nylon shell; poly fill. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 144624
$79.50
$59.50
Save 25%
4.05

(2)

Quarry Town Twill Long Sleeve Shirt Jac: Layer it over a T-Shirt or as a light jacket – perfect for working in the yard. Midweight sueded cotton twill feels soft and comfortable. With two side entry pockets and two chest flap pockets with button closure, plus a mini button-through pocket over the left chest pocket. Grosgrain trim at the inside back neck with a corduroy locker loop. Faux horn buttons. Shirttail hem. 100% cotton. Machine wash. Classic Fit. Imported.
4.05

(2)

4.05

(2)

Item 110483
$249.00
$124.50
Save 50%
2.35

(7)

Wear it three (tres) comfort-friendly ways: full jacket with lining, Sherpa cardigan or shell without lining. The shell is made of cotton-nylon with a water repellent coating to keep you comfortable and dry, with a contrast navy stand collar and front and back yoke. Zip out faux Sherpa lining can be worn as a cozy cardigan. Removable stowaway hood inside the collar. Interior drawcord at waist to adjust the fit. 11 total pockets: shell has six outside pockets (plus a key ring), and three inside pockets; cardigan lining has two bottom flap pockets. Full zip front with button placket that sports zig-zag stitching. Matte buttons with durable nylon bungee centers. Hanger loop at the inside back neck. Cotton/nylon with poly lining. Machine wash. Classic Fit. Imported.

NOTE: Fit is trim. We recommend ordering up one size if you prefer a roomier fit.


2.35

(7)

2.35

(7)

Item 116221
$129.00
$59.00
Save 54%
4.05

(1)

Seams Amazing Faux Shearling Zip Vest: Cooler temps require an effortless layering piece like this zip-front vest. Smooth, midweight faux suede on the outside with faux shearling inside and on the edges at the armholes, neck opening, side, back and shoulder seams, and at the hem. Square hem in front with curved droptail hem in back. Grosgrain tape zipper pull. 100% poly. Machine washable. Imported.
4.05

(1)

4.05

(1)

Item 116223
$149.00
$109.00 - $129.00
Save up to 27%
4.85

(6)

Two For The Road Wool Sweater Vest: Warm midweight wool has a unique heathered appearance, with contrast woven binding at the zip front, armholes, two front pockets and hem. Colorful plaid cotton lining, with two inside pockets. Contrast grosgrain tape and locker loop at the inside back neck. Square hem. Dry clean. Classic Fit. Imported.
4.85

(6)

4.85

(6)

Item 110144
$199.00
$99.00
Save 50%
3.25

(8)

On The Fly Lightweight Travel Blazer: 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 washable. Classic Fit. Imported.

3.25

(8)

3.25

(8)

Item 110511
$259.00 - $279.00
$119.00 - $139.00
Save up to 57%
4.45

(35)

Lotsa Pockets Sausalito Parka: We used our signature Sausalito twill fabric to create this 3/4-length parka with a removable, button-out faux sherpa lining. The front closes with a zipper and snaps. There are nine roomy pockets (six outside, including two hidden side zip pockets that fit your newest smart phone; and three pockets in the shell body). Hidden interior drawcord. Adjustable snap cuffs. Contrast corduroy fabric underneath the collar. Cotton/poly/rayon. Body and sleeves lined in polyester. Machine washable. Imported.

4.45

(35)

4.45

(35)

Item 110224
$259.00
5.05

(2)

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.
5.05

(2)

5.05

(2)

Item 120005
$499.00
4.95

(25)

Falcon Bluff Leather Jacket: Investment quality burnished leather that gets better with age and wear. Now with a shorter collar height and a hidden wire for added comfort and shape. Front zip and front snaps. Four outside pockets (one of the two chest pockets has a vertical zip) and three inside pockets (one zips). Poly twill plaid lining with durable satin inside the sleeves for easy wearing. Professionally leather clean. Imported.
4.95

(25)

4.95

(25)

Item 110497
$499.00
5.05

(5)

Falcon Bluff Suede Jacket: Based on our best-selling Falcon Bluff Leather Jacket, here in supple lambsuede that goes through a tanning process for a subtly aged effect. It's fully lined with a diamond quilt pattern, and we added polyfill to give the jacket a bit more weight and warmth. Poly lined sleeves for easy on and off. Five total pockets: two outside welt pockets, plus three suede welt pockets on the inside. Stand collar is bendable to shape it any way you like. Locker loop at inside back neck. YKK zipper with leather tab and hidden metal logo snap front. Classic Fit. Imported. Professionally leather clean.
5.05

(5)

5.05

(5)

Item 144628
$79.50
$69.50
Save 13%
4.95

(15)

Mañana Cord Long Sleeve Hoodie: Substantial 6-wale cotton corduroy feels soft and keeps you warm and comfortable. With a front kangaroo pocket, hood with drawcord, ribbed square hem and cuffs, and herringbone twill tape at the inside back neck. Three coconut buttons at the placket. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.95

(15)

4.95

(15)

Item 664512
$109.00
3.55

(2)

Oakham Packable Waterproof Jacket by Royal Robbins®: This is the 3-season rain jacket you'll want in your travel bag at all times. Fully waterproof yet highly breathable to keep you cool and dry, with an adjustable hood and zippered pockets to keep out the rain and a chin guard to prevent chafing. Quick drying and wrinkle resistant.
  • UPF50+ sun protection
  • Packs down into its own hand pocket
  • Poly/spandex
  • Machine wash
  • Imported
NOTE: This item is excluded from promotional discounts.
3.55

(2)

3.55

(2)

Item 144211
$119.00
$69.00
Save 42%
4.75

(3)

The 365 Indigo Denim Hoodie: What's in a number? Everything when you find the one hoodie you'll want to wear everyday – yes, THIS one. Heavyweight linen-cotton denim feels comfortable and gets even softer with every wash. The front pouch pocket keeps your hands warm on chilly nights. Contrast stitching ups the unique factor, especially on the rectangular elbow patches. Signature faux horn buttons with antiqued brass grommets. Square hem. Linen/cotton. Machine washable. Relaxed Fit. Imported.
4.75

(3)

4.75

(3)

Item 110230
$169.00
4.75

(14)

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.
4.75

(14)

4.75

(14)

Item 110167
$259.00
$199.00
Save 23%
4.05

(21)

The Back East Washable Herringbone Travel Blazer: This has true campus credibility, but you needn't have an advanced degree to appreciate its plethora of unique details. Midweight poly-wool herringbone gives it a classic look, plus it's machine washable, making it ideal for travel. It's packed with details that take it way beyond ordinary, starting with eight total pockets. Outside you'll find one chest pocket; two bottom flap pockets with contrast plaid when you open the flap; and one hidden zip pocket. Inside there are two zip chest pockets, one zip pocket at lower left, and one bottom pocket with button flap. Fully lined in cotton plaid. Self fabric herringbone elbow patches. Dark brown faux horn buttons. Three non-functional buttons at sleeve plackets. Locker loop at inside back neck. Double back vents. Machine wash. Classic Fit. Imported.
4.05

(21)

4.05

(21)

Item 146624
$89.50
$39.50
Save 56%
Solid Action Sueded Jersey Hoodie: Your soon-to-be-favorite hoodie is packed with softness – we used our Piece Of The Action 260-gram sueded cotton jersey – and awesome details like contrast fine-wale corduroy trim at the hood, inside collar, button placket, inside cuffs and inside hem. Contrast stitching throughout, including the buttonholes and on the rectangular elbow patches. Front pouch pocket. Multicolor nylon drawcord at the square hem. Machine washable. Classic Fit. Imported.
Item 110459
$399.00 - $429.00
$209.00 - $399.00
Save up to 51%
4.85

(8)

Sublime Suede Pickstitch Blazer: We made our sublimely soft, buttery suede blazer even more luxurious with pickstitching details throughout. It has the same unstructured styling with three outside and two inside pockets, faux-horn buttons and a center vent. Body lined in poly stripes; sleeves lined in solid satin poly. Professionally leather clean. Imported.
4.85

(8)

4.85

(8)

Item 110122
$229.00 - $249.00
$64.50 - $69.50
Save up to 72%
2.45

(5)

Sausalito Sport Coat: It has the weathered look of leather, but in fact it's a unique, specially finished twill fabric. It's both handsome and practical with seven pockets (four outside, including a pocket-within-a-pocket that holds the newest "plus-size" smart phone; and three inside, including a pen pocket). Detailed with sienna herringbone twill trim at the inside collar and seams, and brown poplin at the back neck. Front darts and back seams for shape. Double vented in back with belt detail. Unlined. Cotton/poly/rayon. Machine washable. Imported.

2.45

(5)

2.45

(5)

Item 110532
$215.00
Foray Gore-Tex Shell Jacket from Outdoor Research®: This lightweight, unlined shell jacket is ideal for wearing over a warm layering piece. It's made of waterproof, windproof, breathable Gore-Tex® fabric, taped and heat seamed throughout to keep the elements at bay. Featuring a fully adjustable hood, YKK AquaGuard® zippers, inside front storm flap, TorsoFlo™ venting from hem to biceps. With one zip chest pocket and two zip hand pockets (the left one doubles as a stuff sack). Two-way side zippers, double-separating front zipper, hook and loop cuff closures, elastic cuffs, and an elastic drawcord hem that's slightly longer in back. 100% poly. Machine wash. Imported. (Fit is trim. Order up one size for a roomier fit).

NOTE: This item is excluded from promotional discounts.

Item 120314
$429.00 - $459.00
4.85

(4)

Mantequilla Whipstitch Leather Shirt Jac: The "Mantequilla" (Spanish for "Butter") shirt jac's luscious, buttery-soft, sheepskin leather is tumbled for a lived-in look and feel with cool whipstitching across the front yoke. Goat suede accents the back inside neck with tonal elbow patches and a curved shirttail hem to complete the look. Two chest pockets, two side-entry pockets and one inside pocket. Fully lined in contrast polyester. Professionally leather clean. Imported. 
4.85

(4)

4.85

(4)

Item 116012
$169.00
$99.00
Save 41%
3.55

(6)

You get two vests in one piece... sturdy, midweight poly-wool herringbone fabric is machine washable and reverses to solid nylon in complementary tan. Detailed with a stand collar, zip front and six total pockets… herringbone side: one button-through chest pocket and two angled button-through lower pockets; solid side: one zip chest pocket and two angled button-through pockets. Herringbone locker loop on solid side. Square hem. Poly/wool reverses to 100% nylon. Machine wash. Classic Fit. Imported.
3.55

(6)

3.55

(6)

Item 110481
$229.00
$190.00
Save 17%
4.25

(6)

The lightweight shell is made of a nylon-poly blend fabric, designed to keep you comfortable through at least three seasons, especially in warmer climates. It’s brushed for softness and water resistant with a heathered look. Cotton flannel plaid lining. With a removable zip-off hood. Interior drawcord at waist to adjust the fit. Seven total pockets: two button-through chest pockets; two lower button flap pockets with side entry; and three inside pockets (one zips). Full zip front with button placket. Faux horn buttons. Adjustable button cuffs. Nylon/poly. Machine wash. Classic Fit. Imported.
4.25

(6)

4.25

(6)

Item 110493
$185.00
Oxford Zip Sweater Jacket from Laundromat®: A heavyweight wool jersey stitch covers this super warm sweater, and the inside is lined in soft fleece, so you can wear this as a sweater or a jacket. With ribbed mock collar. Accented with faux suede patches on the shoulders and elbows. Two lower front pockets and one vertical zip chest pocket. Square hem. 100% wool; poly lining. Dry clean. Handcrafted in Nepal using Fair Trade practices. Classic Fit. Fit is trim. Order up one size if you prefer a more relaxed fit.

NOTE: This item is excluded from promotional discounts.

Item 120003
$350.00
4.45

(16)

A-2 Blue Eagle Leather Bomber from Cockpit®: Based on authentic WWII U.S. Army fighter pilot jackets... the antiqued goatskin leather will develop a desirable distressed look the more you wear it, and no two will look exactly alike. Detailed with a snap-down collar, two grommets at each armpit for ventilation, knit cuffs and waistband, top and side-entry front pockets with snap-close flap, and two inside pockets. The acetate lining boasts a cool printed map. Fully cut for a slightly oversize fit (order one size down for a trimmer fit). Professionally leather clean. Imported.

Note: This item is excluded from promotional discounts.

4.45

(16)

4.45

(16)

Item 110194
$259.00 - $279.00
$159.00 - $219.00
Save up to 39%
5.05

(5)

All Seasons Version II 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 gingham check pen holder and pocket details. Single back vent. 100% silk. Dry clean. Imported.
5.05

(5)

5.05

(5)

Related Products

Shop Territory Ahead for our unique selection of men's sport coats, travel blazers, leather jackets, vests and outerwear. From relaxed twill and luxurious suede to travel-friendly cotton with multiple pockets to burnished leather and warm wool peacoats, we carry exceptional men’s sport coats, travel blazers, jackets, vests and outerwear you won't find anywhere else. Many styles are available in men’s tall, short and long sizes.

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