Territory Ahead
Men’s Best Sellers

Tried and true and recommended by you: Shop Territory Ahead for men’s best sellers. Find unique shirts, durable shoes, travel-ready jackets and easy-wearing pants for all seasons. Many styles are available in men’s tall sizes.

Sort By
Item 146882
$34.50 - $39.50
$17.25 - $39.50
Buy More and SAVE!
4.75

(36)

A-List Peruvian T-Shirt - Short Sleeve Crew: 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. 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 washable. Classic Fit. Imported.

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

NOTE: (1) It's important for the first few washings to wash with like colors as there will be some color loss. (2) Buy more & save pricing is not available on sale and clearance colors.

4.75

(36)

4.75

(36)

Item 143897
$69.50 - $75.50
$34.75 - $75.50
Save up to 50%
4.55

(56)

Old Steamboat's Plaid Cord Shirt: The bronco on Wyoming license plates honors a horse named Old Steamboat, who would not be ridden. This shirt celebrates his spirit in a 16-wale cotton corduroy so fine it drapes like a tee. Each plaid is yarn-dyed and garment washed to soften the palette. Details include horn-style buttons, button-down collar, chest pocket, and two-position cuffs with button-through sleeve plackets. Easygoing fit. Machine washable. Imported.

4.55

(56)

4.55

(56)

Item 146888
$39.50 - $44.50
$19.75 - $44.50
Buy More and SAVE!
4.35

(11)

A-List Peruvian T-Shirt - Long Sleeve Crew: 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. 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 washable. Classic Fit. Imported.

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

NOTE: (1) It's important for the first few washings to wash with like colors as there will be some color loss. (2) Buy more & save pricing is not available on sale and clearance colors.

4.35

(11)

4.35

(11)

Item 143004
$69.50 - $75.50
$34.75 - $75.50
Save up to 50%
4.75

(68)

Crisscross Cord Shirt: If you're shy, this isn't the shirt for you. The fabric - a richly colored, crosshatched cotton corduroy - is so soft and textured, it has a tendency to attract attention. Details: spread collar; button-through patch pockets; wood-style buttons; and a box pleat in back. Machine washable. Imported.

4.75

(68)

4.75

(68)

Item 143210
$79.50 - $85.50
$39.75 - $85.50
Buy More and SAVE!
4.55

(33)

Las Conchas Long-Sleeve Shirt: This is so much more than just another solid shirt. Made from our signature jacquard lino-weave cotton with a subtle luster you have to view up-close. Even better, this is a multi-purpose shirt you can wear casually with shorts or out to dinner with your favorite Territory Ahead chinos. With contrast twill tape at the inside neck. Burnished-edge buttons. Straight hem. Side vents. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and match Long & Short Sleeves

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.55

(33)

4.55

(33)

Item 143209
$109.00 - $115.00
$89.00 - $115.00
Save up to 18%
3.55

(10)

Pintuck 'n' Roll Textured Stripe Shirt: A no-iron shirt in the best possible sense -- you'd never want to iron out its unique texture! It's created by weaving micro pintucks at uneven intervals with four shades of contrasting indigo fabric. Nylon grosgrain trim at the back neck and side vents. Antiqued brass buttons. Square hem. Side vents. 100% cotton. Machine washable. Classic Fit. Imported.

3.55

(10)

3.55

(10)

Item 143412
$59.50 - $65.50
$39.50 - $65.50
Buy More and SAVE!
4.85

(8)

Raise The Bar Long Sleeve Sueded Twill Shirt: We took our Made In The Fade Shirt and upgraded the fit, fabric and details (and it's still a great value!) resulting in a solid shirt we think is brilliant. First, we improved the fit by adding a bit more ease in the armholes, as well as making the collar point a bit longer. We took the year-round-weight twill and lightly sueded it to make it softer, and improved the dyeing process to create more saturated colors and to ensure greater fit consistency. We added great details, too: locker loop at the back box pleat; a button at the back collar; triple-needle stitching throughout; side gusset patch; new faux horn buttons with antiqued nickel rims. We also kept great features like adjustable button cuffs, concealed sleeve plackets and a pen slot pocket. 100% cotton. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match Long & Short Sleeves

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.85

(8)

4.85

(8)

Item 130345
$79.50
$39.75 - $79.50
Buy More and SAVE!
4.05

(13)

Mission Comfort Waist Pleated Chinos: Your favorite comfort waist chinos, restyled with reverse front pleats. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex moves with you. Adjustable inside waist tabs stretch up to 3" for an easy, comfortable fit. Gutsy, triple-needle stitching at pocket openings. With two back flap pockets; Wide tunnel belt loop in back; striped interior waist band and pocket bags. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and match flat front & pleated

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.05

(13)

4.05

(13)

Item 133215
$79.50
$39.75 - $79.50
Buy More and SAVE!
4.45

(43)

Mission Comfort Waist Flat-Front Chinos: Forget Friday chinos, you'll want to slip these on every day! Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex makes for a great, comfortable fit, along with adjustable inside waist tabs that stretch up to 3 inches. And, exemplary stitching details take them from good to the best chinos out there! With antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and match flat front & pleated

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.45

(43)

4.45

(43)

Item 110120
$179.00 - $195.00
4.15

(11)

The Go Anywhere Travel Blazer: Destined to become your prized travel companion – it's that versatile and good looking. The gutsy 8.8-oz. washed cotton-nylon canvas is specially treated to repel water and dry quickly. Unlike many other travel jackets, this has a less boxy fit with front darts and back seaming for better shape. Best of all, it has multiple pockets with four outside (two at bottom have flaps that tuck in; one zips) and four inside. Its easy nonchalance is enhanced with a removable throat latch, elbow patches and back double vents. Lined in our Signature Southwest print cotton. Machine washable. Imported.

4.15

(11)

4.15

(11)

Item 130538
$69.50
$34.50 - $49.50
Save up to 50%
4.05

(45)

Zephyr Basketweave Elastic Waist Pants: Constructed of 100% cotton in a beefy basketweave that, in addition to looking great, catches even the slightest breeze and directs it skinward. With a fully elasticized waist, twill-tape drawcord, zip fly, on-seam pockets, and a button-through rear pocket. Machine washable. Relaxed Fit. Imported.

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.05

(45)

4.05

(45)

Item 146722
$29.50 - $34.50
$14.75 - $34.50
Buy More and SAVE!
4.65

(32)

Short Sleeve Crew Neck Pima T-Shirt: Our finest, lightweight 175-gram cotton, perfect for layering. "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 washable. Classic Fit. Imported.

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

NOTE: (1) 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. (2) Buy more & save pricing is not available on sale and clearance colors.

4.65

(32)

4.65

(32)

Item 146884
$36.50 - $42.50
$18.25 - $42.50
Buy More and SAVE!
4.45

(21)

A-List Peruvian T-Shirt - Short Sleeve Crew with Pocket: 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. 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 washable. Classic Fit. Imported.

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

NOTE: (1) It's important for the first few washings to wash with like colors as there will be some color loss. (2) Buy more & save pricing is not available on sale and clearance colors.

4.45

(21)

4.45

(21)

Item 110110
$179.00 - $195.00
5.05

(3)

All Seasons Patterned Silk Sport Coat: We've updated your favorite tweedy, hand-woven silk matka sport coat with handy pocket flaps at the front to tuck in if you want a plus contrast piping and a pen pocket inside. There's also contrasting felt underneath the collar for added durability. With faux-horn buttons, three-button front; single chest, hip besom, and inside welt pockets. Vented. 245-gram yarn-dyed 100% silk. Fully lined. Dry clean. Classic Fit. Imported.

5.05

(3)

5.05

(3)

Item 126029
$69.50
$34.75 - $69.50
Buy More and SAVE!
4.75

(19)

Mission Comfort Waist Chino Shorts: A "short" version of our well-loved Mission Comfort Waist Chino pants. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex makes for a great, comfortable fit, along with adjustable inside waist tabs. With great stitching details, antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine washable. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and match flat front & pleated

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.75

(19)

4.75

(19)

Item 133437
$69.50
$34.75 - $69.50
Save up to 50%
4.85

(4)

Territory Signature Denim Jeans | Relaxed Fit: We updated and perfected our fits, and spared no detail to create our new jeans. In fact, we added... an extra ounce to the fabric weight (sturdy, 13.1-oz. ringspun cotton denim that stands up to long wear and gets better with age); an extra belt loop in the back; rivets on the back pockets; subtle, contrast chili stitching on the coin pocket, back waist and inside leg seams; back pockets cut on the cross grain; striped poplin inside pocket bags; and no "contrived" whiskering (horizontal faded creases near the waist that other jean makers add artificially to make them look distressed). Machine washable. Relaxed fit – roomier in the hips, thighs and legs. Imported. 

NOTE: Medium Indigo color is a few gradations lighter, as displayed here, than it appears in our catalog.

4.85

(4)

4.85

(4)

Item 243803
$79.50 - $85.50
4.75

(16)

Night In Barcelona Shirt: After tapas and before paella was that party in Marcela's apartment near Carrer Montcada with the slab of Roman wall exposed in the living room. The best of times has no dress code, but a splendid shirt comes in handy. This fabric is a soft, yarn-dyed 100% cotton in a barré weave from Germany that shows poplin, twill and sateen textures in rich colorplay. Point collar, smoke-shell buttons, one patch pocket. Machine washable. Classic Fit. Imported.

4.75

(16)

4.75

(16)

Item 143207
$69.50 - $75.50
$59.50 - $75.50
Save up to 14%
4.65

(11)

Brisa Fresca Leno Weave Henley: The soft, breathable leno weave fabric has an easy, casual drape for a Henley that's great on its own or for layering with a jacket. Details include contrast herringbone twill trim at the inside neck and sleeves, one button-through chest pocket, and durable faux wood buttons. Shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported. 

4.65

(11)

4.65

(11)

Item 143330
$89.50 - $95.50
4.55

(4)

Reata Rope Stripe Shirt: This is no ordinary striped shirt. It truly stands out with its raised twisted rope stripes interspersed with space-dyed stripes. The midweight cotton also features hints of brown and amber, in addition to a weathered dusty blue. Contrast solid poplin at the collar, inside yoke, cuffs and side gussets. Contrast taping detail at the inside collar and sleeves. Faux horn buttons with burnished gold rims. 100% cotton. Machine washable. Classic Fit. Imported.

4.55

(4)

4.55

(4)

Item 144807
$69.50 - $75.50
$34.75 - $75.50
Buy More and SAVE!
4.65

(40)

Las Conchas Shirt – Regular Sizes: This is so much more than just another solid shirt. Made from our signature jacquard lino-weave cotton with a subtle luster you have to view up-close. Even better, this is a multi-purpose shirt you can wear casually with shorts or out to dinner with your favorite Territory Ahead chinos. With contrast twill tape at the inside neck. Burnished-edge buttons. Straight hem. Side vents. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and match Long & Short Sleeves

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.65

(40)

4.65

(40)

Item 143998
$109.50 - $115.50
$57.75 - $115.50
Save up to 50%
4.05

(6)

Private Reserve Silk-Cotton Shirt: Silk for softness. Cotton for airiness. The texture of a Bedford weave, and pigment dyes that are washed to a subtle fade. 55% silk/45% cotton. Machine washable. Relaxed fit. Imported.

4.05

(6)

4.05

(6)

Item 146890
$42.50 - $48.50
$21.25 - $48.50
Buy More and SAVE!
4.05

(8)

A-List Peruvian T-Shirt - Long Sleeve Crew with Pocket: 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. 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 washable. Classic Fit. Imported.

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

NOTE: (1) It's important for the first few washings to wash with like colors as there will be some color loss. (2) Buy more & save pricing is not available on sale and clearance colors.

4.05

(8)

4.05

(8)

Item 146721
$34.50 - $39.50
$19.75 - $39.50
Buy More and SAVE!
4.35

(13)

Long Sleeve Crew Neck Pima T-Shirt: Our finest, lightweight 175-gram cotton, perfect for layering. "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 washable. Classic Fit. Imported.

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.35

(13)

4.35

(13)

Item 193250
$189.00
4.05

(5)

Guy Stuff Carry-On: Made of tough cotton canvas, fully lined in nylon and trimmed with bison leather. Large, zip top opening; two exterior zippered pockets; two large zip end pockets. Spun-poly straps; antiqued brass hardware. Measures 21" x 14.5" at the base, 13.5" tall. Imported.

4.05

(5)

4.05

(5)

Item 146826
$54.50 - $59.50
$29.75 - $59.50
Save up to 50%
4.65

(13)

El Rey Peruvian Cotton Crew: It's "the king" of short-sleeve crew necks – way too exceptional to call itself a T-Shirt. The softest, two-ply Peruvian pima cotton yarns are knitted to create the substantial 245-gram weight that still feels cool on hot days. We also applied a special finish for a silkier hand. This crew elevates any look on its own or layer it underneath a sport coat when the occasion calls for something dressier. 100% Peruvian cotton. Machine washable. Imported.

4.65

(13)

4.65

(13)

Item 133325
$69.50
3.95

(8)

Piece Of The Action Lounge Pants: Irresistibly soft and beefy 300-gram cotton is sandwashed for a lived-in look and feel. Full elastic waist with contrast drawcord, and two side and two back pockets. Faux fly. 100% cotton. Machine washable. Relaxed Fit. Imported. 
3.95

(8)

3.95

(8)

Item 193166
$159.00
3.65

(12)

Guy Stuff Cabin Bag: Inspired by the classic pilot's bag, our G.S. version melds jet-setter panache with travel-savvy utility. Designed to fit under seats, it has a padded sleeve for a laptop (up to 15"); key clip; easy-access opening; ticket pocket on top flap; pockets - inside and out - for any gizmos you're still allowed to bring on the plane; and a redesigned padded shoulder strap. Executed in washed heavyweight canvas duck with bison leather trim. Nylon lining; brass zippers and hardware. Measures 15.5 x 8 x 10.5 tall, and weighs about 2.7 pounds. Imported.

3.65

(12)

3.65

(12)

Item 130200
$69.50
$34.75 - $69.50
Save up to 50%
3.45

(7)

Langtry Classic Fit 5-Pocket Twill Pants: Thanks to your feedback, our super comfortable cotton twill pants fit better than ever. They're supremely soft, with a peached hand and a vintage weathered look. Details: six loops for a great belted fit, antiqued brass rivets and metal-shank button. Easygoing straight legs. Machine washable. Imported. 

3.45

(7)

3.45

(7)

Item 110365
$169.00 - $179.00
$149.00 - $179.00
Save up to 12%
4.65

(10)

Sausalito Weathered Jacket: We took our best-selling Double Take twill fabric and combined it with your favorite Sur Thing Jacket silhouette to create a new jacket with "Instant Legend" status. Finished with a striped cotton lining, contrast knit fabric at the inside neck, two interior and two exterior pockets and logo shank buttons. Poly/cotton. Machine washable. Imported.

4.65

(10)

4.65

(10)

Item 144908
$59.50 - $65.50
$49.50 - $65.50
Save up to 17%
4.35

(12)

Long Sleeve Let It Breathe Seersucker Shirt: Experience the luxury of authentic Indian seersucker. Light and airy with a subtle 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 washable. Classic Fit. Imported.
 

4.35

(12)

4.35

(12)

Item 126115
$59.50
$29.75 - $59.50
Buy More and SAVE!
4.05

(8)

Taboose Classic Shorts: For over 20 years, these have been best sellers! Thanks to your feedback, we made the fabric softer and improved the elastic waist. The Bedford weave is almost indestructible: textured like denim, but more structured. With elastic waistband, zip fly, quarter front pockets and a button-through rear pocket. 100% cotton. Machine washable. Relaxed fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match pants & shorts

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.05

(8)

4.05

(8)

Item 146869
$59.50 - $65.50
5.05

(2)

Piece of the Action Sueded Jersey Crew: We used beefy 260-gram cotton jersey fabric (our Ultimate tees are 220 grams) to make this exceptional knit tee, then gave it a sueded finish for a super-soft feel. Artfully pieced in vibrant colors, with a logo patch near the bottom hem. 100% cotton. Machine washable. Classic fit. Imported.

5.05

(2)

5.05

(2)

Item 146751
$29.50 - $34.50
$14.75 - $34.50
Buy More and SAVE!
4.85

(12)

Short Sleeve V-Neck Pima T-Shirt: Our finest, lightweight 175-gram cotton, perfect for layering. "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 washable. Classic Fit. Imported.

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.85

(12)

4.85

(12)

Item 144170
$79.50 - $85.50
$42.75 - $85.50
Save up to 50%
4.45

(24)

Cathedral Rock Shirt: You have to see this shirt up-close and in person to really appreciate its amazing colors and details! We updated a traditional blanket design to create this jacquard with an intricately textured weave, and added shell-style buttons and a box pleat in back for the finishing touches. 100% cotton. Machine washable. Classic fit. Imported.

4.45

(24)

4.45

(24)

Item 190739
$16.50
$8.25 - $16.50
Buy More and SAVE!
4.05

(4)

Colorized Briefs: You spoke. We listened. We've improved the fit and construction of our ever-popular skivvies. Same soft cotton interlock jersey now with smoother seams and an elasticized waistband that'll retain its shape. Double-layer fly with side opening. 100% cotton. Machine washable. Imported.

Buy any 2 & SAVE $3 each

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.05

(4)

4.05

(4)

Item 190737
$19.50
$16.50 - $19.50
Buy More and SAVE!
4.45

(13)

Colorized Boxer-Briefs: You spoke. We listened. We've improved the fit and construction of our ever-popular skivvies. Same soft cotton interlock jersey now with smoother seams and an elasticized waistband that'll retain its shape. Double-layer fly with side opening. 100% cotton. Machine washable. Imported.

Buy any 2 & SAVE $3 each

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.45

(13)

4.45

(13)

  • Refine by:
  • Clear
    Size
    07
    07.5
    08
    08.5
    09
    09.5
    10
    10.5
    11
    13
    32
    33
    34
    35
    36
    37
    38
    38R
    38S
    40
    40R
    40S
    41
    42
    42L
    42R
    42S
    43
    44
    44L
    44R
    44S
    46
    46L
    46R
    48L
    48R
    L/XL
    S
    M
    MT
    L
    LT
    XL
    XLT
    XXL
    XXLT
    XXXL
    XXXLT
    OS
    S/M
  • Clear
    Size Range
    • Short
    • Regular
    • Long
    • Tall
  • Clear
    Color
    BLUE
    BROWN
    GREEN
    BLACK
    NEUTRAL
    WHITE
    RED
    PURPLE
    ORANGE
    GREY
    YELLOW
    PINK
    METALLIC
    PATTERN
    DENIM
  • Clear
    Price
    • Under $50
    • $50 to $74.99
    • $75 to $99.99
    • $100 to $149.99
    • $150 & Above
  • Clear
    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Spotlight Styles
    • New Arrivals
  • Clear
    Special Offers
    • Clearance
    • Sale
    • Buy More Save More