Territory Ahead
Men’s Travel Guide

Embark on a shopping journey and discover the essentials you need to make traveling a breeze. From rugged parkas and versatile travel blazers to comfortable leather slip-ons and handy travel bags, our men’s travel clothing guide will get you on your way. Many styles are available in men’s tall and regular sizes.

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

(43)

Las Conchas Short 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 Short & Long Sleeves

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

4.65

(43)

4.65

(43)

Item 110116
$179.00 - $195.00
4.65

(5)

All Seasons Solid Silk Sport Coat: Our best-selling silk matka sport coat is now in solid colors for those who are looking for the indispensable navy or black jacket. Detailed with a contrast satin lining in bronze; contrast olive piping at the lining edges; two-button front with faux horn buttons; center back vent. Three outside pockets (two lower flap pockets tuck in, plus welt chest pocket). Three inside pockets plus a pen pocket. 100% silk; fully lined in satin acetate. Dry clean. Imported. 31.75" center back length.

4.65

(5)

4.65

(5)

Item 133215
$79.50
$39.75 - $79.50
Buy More and SAVE!
4.55

(49)

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.

4.55

(49)

4.55

(49)

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

(22)

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. 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.

4.75

(22)

4.75

(22)

Item 130345
$79.50
$74.50 - $79.50
Buy More and SAVE!
4.35

(19)

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.

4.35

(19)

4.35

(19)

Item 110144
$199.00 - $219.00
Save up to 9%
4.05

(1)

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.

4.05

(1)

4.05

(1)

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

(34)

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
Mix and Match Short & Long Sleeves

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

(34)

4.65

(34)

Item 110432
$189.00 - $199.00
$159.00 - $199.00
Save up to 16%
4.55

(16)

The Go Anywhere Parka: This is THE indispensable spring weight jacket with gutsy details that separate it from ordinary travel jackets. The shell is made of breathable cotton-nylon with a water-resistant coating. The interior is lined with our Signature Serape Mas Loco Stripe fabric and the inside upper yoke is in breathable poly mesh. It has an exterior vented back with Velcro closure for added comfort. It's super easy to pack with a stow-away hood in contrast khaki shell fabric. There's also room for all your necessities with three outside button-through pockets, one outside zip pocket and three inside pockets. This parka ups the cool factor with contrast stitching throughout, contrast color sleeve panels and zig-zag stitching at the front button placket. Adjustable, tricolor nylon rope cord at the hood and interior waist drawstring. Durable plastic buttons are attached with contrast nylon grosgrain. Chunky contrast-color YKK zippers. Adjustable button cuffs. Cotton/nylon. Machine washable. Imported. 32.5" length.

4.55

(16)

4.55

(16)

Item 110110
$179.00 - $195.00
$159.00 - $195.00
Save up to 11%
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 130085
$69.50
$64.50 - $69.50
Buy More and SAVE!
5.05

(3)

Zephyr Elastic Waist Pants: Now with increased zipper length. Constructed of 8.3-oz. 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
Mix and Match Pants & Shorts

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

5.05

(3)

5.05

(3)

Item 190220
$130.00

Moloa Kohana Leather Slip Ons From Olukai®: An easy, lightweight shoe with smooth leather upper, rubber sole and cork footbed lining. Long lasting footbed is removable. Versatile Drop-In Heel™ to wear it as a shoe or slide. Imported.

NOTE: This item is excluded from promotional discounts.

Item 191101
$175.00

San Telmo Leather Slip On Shoes from Pikolinos®: Smooth leather uppers with split toe and cool stitching details. Twin elastic gores for an ideal fit. Textile lining and rubber sole. Removable cushioned insole. Imported. European Whole Sizes: 41-46. (EU41=8-8.5, 42=9, 43=9.5-10, 44=10.5, 45=11-11.5, 46=12).

Item 146721
$34.50 - $39.50
$10.00 - $39.50
Buy More and SAVE!
4.55

(19)

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
Mix and Match Short & Long Sleeves

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

(19)

4.55

(19)

Item 190294
$110.00
4.35

(3)

Dakugo Leather Sneakers from Oliberté: Designed for all-day comfort with premium leather uppers detailed with woven strips and perforations. Featuring a leather lining and comfort insole with heel stabilizer. Natural rubber sole with reinforced sidewall stitching. Made in Ethiopia. Fair Trade certified. European Whole Sizes: 41-46. (EU41=8, 42=9, 43=10, 44=11, 45=12, 46=13).

4.35

(3)

4.35

(3)

Item 110409
$159.00 - $179.00

Altered States Ripstop Convertible Travel Jacket & Vest: Adapt to your environment with the pull of two zippers – this lightweight, durable jacket has sleeves that unzip at the shoulders to convert to a vest. Made of comfortable cotton-nylon with a water-resistant coating. Featuring seven pockets: inverted pleat bellows pockets (two front chest and two lower front), all with concealed snap closure, plus three inside pockets. Fully lined with upper yoke and side panels lined in cotton seersucker plaid; lower back panel and sleeves lined in breathable poly mesh. Tone-on-tone elbow patches. Center front has concealed snaps. Cuffs fasten with wooden buttons. Adjustable side tabs with wooden buttons. Zig-zag stitching underneath the collar. TA logo at back center below the collar. Cotton/nylon. Machine washable. Classic Fit. Imported.

Item 143598
$69.50 - $75.50
$59.50 - $75.50
Save up to 14%
4.75

(3)

Ombré Mas Bueno Long Sleeve Plaid Shirt: Vibrant ombré gradations of maize, orange, blue and green cover this cool, lightweight cotton shirt. Featuring two welt pockets with outline stitching and double-needle stitching at the point collar. Contrast grosgrain trim at the inside back neck and side vents. Faux wood buttons. Square hem. 100% cotton. Machine washable. Classic Fit. Imported. 
4.75

(3)

4.75

(3)

Item 130100
$79.50

Ripstop Elastic Waist Travel Pants: The nylon-cotton blend fabric is lightweight, yet durable, and dries quickly – it's so easy to pack for traveling. Enjoy all-day comfort with a full elastic waist, inside drawstring, front button closure and zip fly. Two off-seam front pockets with button closure, and two back pockets with concealed zippers. Side pocket fits plus-size cell phones. Wooden buttons. Back seaming details. Cotton/nylon. Machine washable. Relaxed Fit. Imported.

Item 146751
$29.50 - $34.50
$24.50 - $34.50
Buy More and SAVE!
4.55

(13)

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
Mix and Match Short & Long Sleeves

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

(13)

4.55

(13)

Item 190572
$25.50
$19.50 - $25.50
Save up to 24%
4.85

(38)

The Cap Fits Cap: Innovative five-panel construction gives it a lower profile so that it sits and fits more streamlined on your head than regular caps. Made of soft, durable cotton oxford with contrast binding. With an adjustable strap. Imported.

4.85

(38)

4.85

(38)

Item 193166
$159.00
3.55

(14)

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.

3.55

(14)

3.55

(14)

Item 146980
$44.50 - $49.50
$15.50 - $49.50
Save up to 65%
4.75

(3)

Viviendo El Sueno Short Sleeve Peruvian T-Shirt: France has Vive la France! Vegas has Viva Las Vegas! Territory Ahead has Viviendo el Sueño (Living the Dream), and it's our everyday mantra (The Dream is slightly more carefree in short sleeves). We used the same 235-gram, long staple Peruvian cotton as our A-List T-Shirt, so it feels lived-in soft. Contrast topstitching throughout. Screen-printed logo on the back and "Viviendo el Sueno" on the right sleeve. Ribbing at sleeve openings. Front chest pocket. Machine washable. Made in Peru.

4.75

(3)

4.75

(3)

Item 143998
$109.50 - $115.50
$89.50 - $105.50
Save up to 79%
4.15

(7)

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.

4.15

(7)

4.15

(7)

Item 130496
$79.50
$69.50 - $79.50
Buy More and SAVE!
4.25

(15)

Mission Comfort Relaxation Chinos: Our super-versatile comfort chinos have a great easy fit. Midweight 10-oz. cotton twill featuring a FULL elastic drawstring waist AND belt loops. Plus, a discreet side pocket fits the newest size smart phones. Zip fly. Machine washable. Classic Fit. Imported.

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


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

4.25

(15)

4.25

(15)

Item 126050
$59.50
4.05

(4)

Taboose Elastic Waist Field Shorts: These shorts are comfortable and built to last, made from our best-selling, Taboose 9.1-oz. cotton Bedford fabric (a unique piqué weave that's ridged like corduroy and is especially strong and durable). Featuring an elastic waist with contrast inside drawcord, and wide belt loops. Self-fabric reinforcements at the two bellows-style front pockets and two back pockets. Zip fly with antiqued brass zipper. Triple-needle stitching. Machine washable. Imported. Inseam: 7.5".
4.05

(4)

4.05

(4)

Item 193360
$99.00
4.25

(13)

Guy Stuff Gear Bag: Tough cotton canvas is fully lined in nylon and trimmed with bison leather. With a padded sleeve for your tablet computer, and a zip-opening with sleeves for cards; slots for pens; and four pockets, plus a snap-top sleeve on the back. Antiqued brass hardware. Measures: 8” x 4” at the base, 10” tall. Imported.
4.25

(13)

4.25

(13)

Item 190302
$295.00

Riddick Leather Driving Moccasins from Trask™: The classic moccasin gets an upgrade with dip-dyed woven calfskin, a process that imparts intensely rich color and enhanced softness. A sturdy Vibram® rubber outsole ensures walking comfort and durability. Leather lining and sock. Foam-cushioned insole. Made in Italy.

NOTE: This item is excluded from promotional discounts.

Item 190510
$119.00
4.85

(4)

V Lace Handcrafted Leather Belt From Will Leather Goods®: Exclusively for Territory Ahead. An extraordinary work of art that is truly a collector's item. Beautifully handcrafted, leather-wrapped strap with an elegantly shaped buckle, keeper and tip etched in antiqued silver. 1.25" wide. Imported.

4.85

(4)

4.85

(4)

Item 150256
$89.50 - $95.50
$44.50 - $85.50
Save up to 50%
4.85

(6)

Ace Of Fades Sweater: Your favorite sweater is now softer than ever in garment-dyed, stonewashed 100% cotton. We've added back the contrast tipping at the collar and kept the textured ribbing on the shoulders and sleeves. Machine washable. Imported.
4.85

(6)

4.85

(6)

Item 126037
$69.50
Buy More and SAVE!

Mission Comfort Waist Pleated Chino Shorts: Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex makes for a comfortable fit. Adjustable inside waist tabs stretch up to three inches. With antiqued brass buttons and two back flap pockets. 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.

Item 193250
$189.00
4.25

(6)

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.

4.25

(6)

4.25

(6)

Item 190470
$75.00
4.35

(17)

Leather Slip Ons from Brewshoes®: Exclusive to Territory Ahead, the rich leather uppers are hued like the popular Rogue Ales; the shoe style is an unlined slip-on cruiser with elastic gores for a good fit. Slip-resistant outsoles with beer bottle pattern. Imported.

4.35

(17)

4.35

(17)

Item 190224
$89.50
5.05

(3)

Slouchy Faux Straw Fedora: This flexible, slouchy fedora adds cool, breathable protection – as well as a dash of swagger – to your summer adventures. It has the look of straw but it's actually made of more durable, water-friendly polypropylene so it's also easier to pack. With patterned nylon webbing. Rated UPF 50+ – the highest sun protection rating. U.S. made. S/M = 7-7 1/8 (22" to 22½" head circumference) L/XL = 7 3/8-7 5/8 (23" to 23½" head circumference).

5.05

(3)

5.05

(3)

Item 190340
$159.00

Coronado Leather Belt With Silver & Turquoise Buckle: This rugged leather belt features raw edges on the 1.5" wide strap, and the polished metal buckle has a silver finish with cutouts. The buckle center is inset with a cool turquoise-colored stone. Buckle made in Italy. Strap made in U.S.A.

Item 670164
$139.00
$139.00 - $149.00
4.15

(93)

Bush Poplin Safari Jacket: The British insisted on cotton poplin when going on safari. The U.S. Army issued all servicemen poplin uniforms in World War II. With a heritage like that, it's no wonder our Bush Poplin Collection is so popular. Constructed of our tightly woven yet supersoft 340-thread-count pure cotton poplin, this jacket offers breathable comfort, protection from wind and sun (with UPF 40+) and superior resistance to abrasion, snags, thorns, thistles and insects. It also offers plenty of storage with 8 pockets (4 outer patch with button flap, 2 handwarmer and 2 inner zip security). Sleeves convert from long to short via sleeve tabs. Tailored with epaulets at the shoulders and action-back styling for superb maneuverability. 100% cotton. Machine wash. Imported.
4.15

(93)

4.15

(93)

Item 670242
$79.00 - $84.00
$59.00 - $84.00
Save up to 25%
Solid Voyager Long Sleeve Shirt: Multi-day treks across high plains and plateaus require an extra measure of fortitude — and a few essential layering pieces. Cut from lightweight, durable and quick-drying nylon fabric with built-in UPF50+ sun protection, this button-up shirt performs well on its own or over/under other layers. The gusseted flap chest pockets with hook-and-loop closures secure your gear, from sunblock and camera to lip balm; a zip security pocket on the left sleeve stores an ID and credit card. Long roll-tab sleeves have button cuffs. Machine washable. Imported.
Item 144026
$85.00

Perforated Leather Belt from Will Leather Goods®: A great handcrafted leather belt covered with unique perforations. Wear it with your favorite jeans and chinos. Antiqued bronze buckle. 1.25" wide. Imported.

  • Refine by:
  • Clear
    Type
    • Pants
    • Jackets
    • Shirts
    • Footwear
    • Accessories
  • Clear
    Size
    07
    07.5
    08
    08.5
    09
    09.5
    10
    10.5
    11
    11.5
    12
    13
    32
    33
    34
    35
    36
    37
    38
    38R
    38S
    40
    40R
    40S
    41
    42
    42L
    42R
    42S
    43
    44
    44L
    44R
    44S
    45
    46
    46L
    46R
    47
    48L
    48R
    8
    8.5
    9
    9.5
    L/XL
    S
    M
    MT
    L
    LT
    XL
    XLT
    XXL
    XXLT
    XXXLT
    S/M
    32W30
    32W32
    32W34
    33W32
    33W34
    33WS
    34W30
    34W32
    34W34
    35W30
    35W32
    35W34
    36W30
    36W32
    36W34
    38W30
    38W32
    38W34
    40W30
    40W32
    40W34
    42W30
    42W32
    42W34
    44W30
    44W32
    44W34
    55MM
    58MM
    LL
    LS
    ML
    MS
    SS
    XLL
    One Size
    XXLL
  • Clear
    Size Range
    • Short
    • Regular
    • Long
    • Tall
  • Clear
    Color
    BROWN
    BLACK
    BLUE
    NEUTRAL
    GREEN
    RED
    GREY
    WHITE
    METALLIC
    ORANGE
    PURPLE
    YELLOW
    PATTERN
    PINK
  • 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