Shoes & Boots

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Item 191140
$95.00
High quality Italian distressed suede upper accented with handsome tonal stitching. Microfiber lining. Handmade Opanka construction: midsole is handsewn to the suede upper, giving the clog great flexibility and comfort. Removable footbed. Rubber outsole. 1.25” heel height. Wipe with a damp cloth to clean. Imported.
Item 191116
$75.00
4.75

(3)

Ember Moc Shoes from Teva®: Make your feet three times happier with this shoe that's also a sneaker and slipper as well. The adventure-ready ripstop upper features quilting details with polyester and suede overlays. Ribbed knit collar makes them extra cozy and the contrast webbing detail gives them a sportier look. The heels collapse so you can wear them as slides, too. Responsive PU footbed cushions the foot and puts a spring in your step. EVA-foam midsole for lightweight cushioning. Rubber outsole. Imported.

NOTE: This item is excluded from promotional discounts.

4.75

(3)

4.75

(3)

Item 191142
$195.00
4.05

(1)

Alex Shearling Lined Leather Sneakers from Trask™: Distressed leather uppers feature a rich, lived-in patina right out of the box. Fully lined in plush, top grade shearling. Slip-on styling with side gores for easy on and off. Rubber traction soles. Imported.

NOTE: This item is excluded from promotional discounts.

4.05

(1)

4.05

(1)

Item 191114
$95.00
$69.00 - $95.00
Save up to 27%
4.05

(2)

Bayne Leather & Suede Sneakers from Børn®: Italian leather and suede are combined to create a casual, yet luxurious, sneaker. Leather lining with leather and cushioned, breathable mesh. Rubber compound outsole. Removable insole in leather and mesh-covered Latex foam. Midsole is handsewn to the leather upper, giving the shoe great flexibility and comfort. Wipe with a damp cloth to clean. Imported.
4.05

(2)

4.05

(2)

Item 190516
$140.00
4.05

(2)

Kupono Nubuck Chukka Sneakers from OluKai®When you can't decide between chukka boots or sneakers, get both with the Kupono! The oiled nubuck uppers are naturally weather-resistant, and the EverFit contoured footbeds are removable and washable. Rubber outsoles. Woven two-tone nylon laces. Imported.

NOTE: This item is excluded from promotional discounts.

4.05

(2)

4.05

(2)

Item 191205
$285.00
Larkin Side Zip Waxed Suede Boots from Trask™: Handsome waxed suede uppers give these boots a rugged look, with unique leather trim at the back heel, and cool contrast stitching. Leather lining. Leather insole. Vibram® rubber outsole with traction bottom. Pull-on loop at back. 1.25" heel height. Imported.

NOTE: This item is excluded from promotional discounts.
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 190470
$75.00
$40.00
Save 47%
4.45

(21)

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.

4.45

(21)

4.45

(21)

Item 191120
$180.00
Caceres Leather Oxford Shoes from Pikolinos®: A handsome lace-up shoe that expertly combines city-country and casual-dressy style. Semi-vegetable tanned leather upper from the Pikolinos tannery in Elche, Spain. Hand burnished, hand finished and water resistant. Contrast leather padded collar. Molded synthetic outsole. Leather and textile lining. Removable insole. Heel height: 1". 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 191101
$175.00
5.05

(1)

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).

5.05

(1)

5.05

(1)

Item 191121
$245.00
Landry Leather Oxford Shoes from Trask™: American bison leather uppers have a suede-like matte finish for a handsome shoe that dresses up or down. With a leather lining and contrast stitching. Vibram® rubber outsole for extra comfort and traction. Approx. 1" heel. Imported.

 NOTE: This item is excluded from promotional discounts.
Item 191203
$190.00
Caceres Leather Chukka Boots from Pikolinos®: A handsome lace-up boot that expertly combines city-country and casual-dressy style. Semi-vegetable tanned leather upper from the Pikolinos tannery in Elche, Spain. Hand burnished, hand finished and water resistant. Contrast leather padded collar. Molded synthetic outsole. Leather and textile lining. Removable insole. Heel height: 1". 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 191147
$95.00
3.05

(2)

Perforated Italian leather upper with canvas side gores for easy on/off. Suede lining. Handmade Opanka construction: midsole is handsewn to the leather upper, giving the shoe great flexibility and comfort. Moisture-wicking footbed. EVON outsole. Wipe with a damp cloth to clean. Imported.
3.05

(2)

3.05

(2)

Item 190518
$110.00
5.05

(3)

Nohea Leather & Canvas Sneakers from OluKai®: They have the look of a shoe with the comfort of a sneaker, and the uppers are a mix of antiqued leather with nylon canvas. Removable sole inserts. Rubber outsoles. Versatile Drop-In Heel to wear as a shoe or a slide. Waxed cotton laces. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(3)

5.05

(3)

Item 190622
$125.00
5.05

(1)

Ahnu®Balboa Waterproof Suede SneakersThese rugged lace-ups feature durable, waterproof suede uppers with contrast leather trim. Removable, sculpted EVA footbeds and EVA midsoles for cushioning and shock absorption. Lugged outsoles with non-marking rubber for traction and wear. Moisture-wicking synthetic mesh lining. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(1)

5.05

(1)

Item 191119
$170.00
5.05

(1)

Chile Leather Slip On Shoes from Pikolinos®: This super-comfortable slip-on is designed to mold perfectly to your foot's contours, with classic Pikolinos stitching to improve flexibility. Made of semi-vegetable tanned leather with non-slip rubber soles to ensure a confident stride. Synthetic outsole. Removable insole. Gel and foam padded collar. Heel height: 1". 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).
5.05

(1)

5.05

(1)

Item 191100
$195.00
$150.00
Save 23%
Dalton Leather Slip On Shoes from Trask™: A modern hybrid that combines the sporty feel of a driving moccasin with the laid-back comfort of a sneaker. Supple, Italian sheepskin is washed to enhance softness and create subtle shading. Perforated leather upper and jute braided rope trim for added texture. Double side stretch gores for easy on and off. Leather lining. Leather-covered, EVA-cushioned insole. Nubby rubber outsole. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191102
$110.00
$69.00
Save 37%

Dasalo Leather Slip On Shoes from Oliberté: Enjoy all-day comfort in these casual slip-ons with premium leather uppers. Leather lining. Water-based PU comfort insole with heel stabilizer. Removable footbed features a cool map print. Natural rubber outsole with wedge. Made in Ethiopia. Fair Trade Certified. European Whole Sizes: 41-46. (EU41=8, 42=9, 43=10, 44=11, 45=12, 46=13).

Item 191103
$110.00
$100.00
Save 9%
5.05

(1)

Mano Mesh Lace Up Shoes from OluKai®: Versatile in water or on land, this cool-wearing shoe features a breathable open mesh upper with a lightweight, quick-drying lining. Elastic quick-lace system for easy on and off. Lightweight, anatomical, quick-drying footbed. Non-marking rubber outsole. Embossed OluKai logo. Imported.

NOTE: This item is excluded from promotional discounts.
5.05

(1)

5.05

(1)

Item 191131
$90.00
Kahu Canvas Sneakers from OluKai®: Breathable and durable nylon upper with rich, full-grain leather accents, lined with a cooling moisture-wicking textile lining. Removable and washable dual-density anatomical PU footbed with polyurethane gel insert and a soft microfiber footbed cover. All-weather, non-marking rubber outsole. Patented Drop-In Heel® lets you wear it as a shoe or a slide. Imported.

NOTE: This item is excluded from promotional discounts.
Item 190627
$170.00
$136.00
Save 20%
5.05

(2)

Willow Comfort Sneakers from Josef Seibel®: Nubuck leather upper features exemplary stitching with a padded collar for all-day comfort. Textile lining with removable footbed. Lightweight, flexible, hard-wearing outsole. Rubber traction sole. Imported. European Whole Sizes: 41-47. (EU41=8-8.5, 42 = 9, 43 = 9.5-10, 44 = 10.5, 45 = 11-11.5, 46 = 12, 47 = 13).

NOTE: This item is excluded from promotional discounts.

5.05

(2)

5.05

(2)

Item 190312
$140.00
$112.00
Save 20%
Boston Suede Clogs from Birkenstock®: Classic-styled, open-back clog offers all-day comfort with an adjustable strap for a more personalized fit. Suede/leather upper with suede-lined cork footbed and shock-absorbing EVA outsole for better-than-barefoot comfort. Raised toe bar, footbed form, arch support and deep-heel cup with footbed liner combine to align your foot naturally for even weight distribution and proper support. Made in Germany.

NOTE: This item is excluded from promotional discounts.
Item 190300
$130.00
Mea Ola Leather Sandals from OluKai®: "Mea Ola" (May-Ah Oh-La) is Hawaiian for "Creature," and you'll love the creature comforts of these amazingly cool sandals. Full-grain antiqued leather straps feature handsewn canoe lash whipstitch details. Moko laser artwork on the footbeds with embroidered logo. Compression-molded EVA midsoles wrapped in premium full-grain leather. Leather outsoles with non-marking rubber traction pods. Imported.

NOTE: This item is excluded from promotional discounts.
Item 190220
$130.00
$104.00
Save 20%
4.85

(4)

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.

4.85

(4)

4.85

(4)

Item 191106
$120.00
Premium full-grain leather straps with decorative stitching inspired by traditional canoe rope lashing. Soft, microfiber lining. Compression-molded EVA midsole wrapped in full-grain leather. Anatomically correct contour for a personalized fit and sustained comfort over time. Full-grain, leather-wrapped outsole with non-marking, molded rubber traction pods. Hand-sewn leather toe post, octopus inspired laser-etched artwork on the footbed. Imported. Whole sizes: 8-13.
Item 191115
$140.00
Na'i Waterproof Leather Shoes from OluKai®: Enjoy the protection of a boot with the relaxed ease of a slip-on. Premium, waterproof full-grain or waxed nubuck leather and textile upper. Waterproof, breathable membrane, gasket and seam sealing. Dual-density anatomical PU footbed with a polyurethane gel insert. Soft, jersey knit footbed cover features an island-inspired topographical artwork, and is removable and washable. Lightweight, "wet grip rubber" outsole for superior traction and versatility. Heel pull loop for easy on and off. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191125
$85.00
5.05

(1)

Nohea Lole Canvas Slip Ons from OluKai®: Midweight washed cotton canvas upper with soft, moisture-wicking lining. Dual-density anatomical PU footbed with gel insert and soft microfiber cover – removable and washable. All-weather, non-marking rubber outsole pods for flexibility and traction. Patented Drop-In Heel® to wear as a sneaker or a slide. Hand-sewn seam stitching, elastic gore for a customized fit. Imported.

NOTE: This item is excluded from promotional discounts.
5.05

(1)

5.05

(1)

Item 190632
$150.00
$75.00
Save 50%
4.05

(1)

Ridgecrest Waterproof Trail Sneakers from Ahnu®: Rock the trail and stay balanced with Numentum® Hike technology that centers and guides your foot, whether or not you have a pack. High density EVA plugs at the heel mean Ahnu boots feel like athletic shoes while offering the heel stability you’ll find in the most rugged hikers. With a removable footbed. Waterproof.

NOTE: This item is excluded from promotional discounts.

4.05

(1)

4.05

(1)

Stay well grounded, every step of the way, in Territory Ahead’s unique collection of men’s shoes and boots. From cowboy boots and leather sandals to waterproof sneakers and chukka boots, we have a diverse selection of men’s shoes & boots. With styles exclusive to Territory Ahead and carefully curated name-brand selections, our men’s shoes and boots are inspired by the journey. Many styles are available in men’s sizes 7.5-13.

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    • $50 to $74.99
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    • $150 & Above
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