Shoes & Boots

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Item 191116
$75.00
4.85

(4)

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.

4.85

(4)

4.85

(4)

Item 191310
$170.00
Arrowood Riva Mid Waterproof Hiking Boots from Teva®: These mid-height hiking boots go the distance – through streams and over rugged, steep terrain. Waterproof protection starts with the treated full-grain leather upper and extends to the breathable eVent membrane, designed to block out moisture while releasing it from the interior. Through demanding journeys, its Vibram® rubber outsole, nylon shank, and rubberized toe cap always have you ready for the next step.
  • Waterproof full-grain leather upper
  • Waterproof, breathable two-way eVent membrane
  • Vibram® rubber outsole
  • Nylon shank
  • Rubberized toe cap
  • Float-Lite™ EVA midsole
  • PU high-rebound pad
  • Responsive PU sockliner
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191238
$95.00
4.05

(1)

Highside '84 Shoes from Teva®: Distinctive retro-runner looks make a strong, colorblocked statement, but for the modern wearer, this shoe’s streamlined, breathable fit is far from clunky and dated. Leather, suede, and abrasion-resistant mesh upper is inspired by outdoor gear. Rubber outsole with 4mm lugs grips and gives you the traction to handle rough terrain.
  • Leather, suede, and abrasion-resistant mesh upper
  • Rubber outsole with grippy 4mm lugs
  • Lace-up closure
  • EVE footbed for a cushioned fit
  • Breathable mesh lining
  • Weighs 14.5 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
4.05

(1)

4.05

(1)

Item 191236
$75.00
Ember Moc Canyon Print Shoes from Teva®: Warmth and coziness come with a side of strength, thanks to this slipper’s outdoors-inspired design. Sneaker features compose its core, including a textured traction rubber outsole, an EVA foam midsole, and a cushioned PU footbed. Yet, a quilted upper, much like a sleeping bag, helps hold onto body heat, and ripstop materials last through plenty of outings – airports to backcountry campsites.
  • Quilted ripstop textile upper
  • Textured traction rubber outsole
  • EVA midsole
  • PU footbed
  • Collapsible heel for an easy slip-on fit
  • Poly and suede overlays
  • Rib-knit collar
  • Webbed pull-on loop
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191243
$130.00
Hele Malie Shearling Slip-On Sneakers by OluKai®: Just take it easy, and meander along in these slip-on sneakers. Plush shearling lining surrounds your foot with warmth and softness – making it ideal for casual, cool-weather wear – and a PU anatomical footbed aligns right with your foot’s shape. Wander close to the shore or over city sidewalks with its non-marking Wet Grip Rubber outsole, featuring a pattern inspired by Hawai’iloa wood carvings. Drop-In Heel® offers the option for a slipper-like fit.
  • Soft suede leather upper
  • Twin-faced plush shearling lining
  • Single-density poured PU anatomical footbed, with a microfiber cover
  • Non-marking Wet Grip Rubber outsole
  • Patented Drop-In Heel®
  • Lightweight compression-molded EVA midsole
  • Embroidered logos
  • Custom-designed footbed print reminiscent of a woven Lauhala mat
  • Imported

NOTE: This item is excluded from promotional discounts.
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 191239
$140.00
Arrowood Venture Mid Waterproof Hiking Boots from Teva®: Part sneaker, part hiking boot, this updated mid-height style effortlessly matches your chinos for everyday wear, and is up for a day hike by the weekend. Paneled waterproof leather and closed-mesh upper improves breathability, seals out the elements, and stands out with a modern colorblocked combination. Rubber outsole improves traction with strategically placed pods. Waterproof membrane keeps your feet dry in damp-to-rainy conditions.
  • Waterproof leather and closed mesh upper
  • Waterproof membrane fully seals out moisture
  • Rubber outsole with traction pods
  • Midfoot shank for stability
  • Lightweight, breathable mesh lining
  • Cushioned EVA footbed
  • Float-Lite™ midsole
  • Weighs 13.5 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191250
$155.00
Santiago Low GTX Shoes from Garmont®: Hiking and backpacking to running and sightseeing, this lightweight, low-cut multi-sport shoe adapts to the adventure with a breathable, waterproof, and supportive design. A suede leather and nylon mesh upper helps the foot breathe and stay in place, and for blocking out moisture, the GORE-TEX® Extended Comfort lining handles warmer conditions and more demanding pursuits with ease.

In blending the support of a hiker with the comfort of an athletic shoe, this pair adds a Vibram® outsole with mud-releasing lugs and Megagrip rubber for confident wet-to-dry traction. A bi-density compression-molded EVA midsole feels light and cushions every step, and Heel Lock technology reduces blisters without compromising support.
  • 1.6mm suede leather and nylon mesh upper
  • Leather lining
  • Waterproof GORE-TEX® Extended Comfort lining
  • Vibram® S1381 outsole, with mud-releasing lugs and Megagrip rubber
  • Bi-density compression-molded EVA midsole
  • Antitorsional shank for stability
  • EVA footbed
  • Extended lacing system for getting a precise, closer fit
  • Heel Lock
  • Roomier instep and forefoot
  • Weighs 15.34 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191311
$110.00
Hemlock Chelsea Boots from Børn®: This Chelsea boot steps away from Madison Avenue with sturdy yet flexible handcrafted Opanka construction and a steel shank for improved stability. Yet, in spite of its rugged underpinnings, its polished, tailored appearance aces workplace smart-casual without question.
  • Full-grain leather upper
  • Leather lining
  • Hand-crafted Opanka construction
  • Steel shank
  • Elastic goring
  • Pull-on loop
  • Padded insole
  • Textured rubber outsole
  • Round toe
  • 5" shaft
  • 1.25" heel
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191251
$160.00
9.81 Track GTX Trail Running Shoes from Garmont®: Trade the sidewalks for the trails. Garmont® crafts this adaptable trail runner to handle a wide range of terrains, beginning with the Michelin® Free Cross outsole, featuring wet-to-dry multidirectional lugs with an open pattern to release mud as you move. Adapting to your activity’s demands, the GORE-TEX® Extended Comfort membrane acts as a shield against moisture while letting it evaporate from the interior. Breathable 3D mesh upper with microfiber has seamless PU overlays for structure and stability without a compressed fit.
  • Breathable 3D mesh upper with microfiber
  • Seamless PU overlays
  • Waterproof GORE-TEX® Extended Comfort membrane
  • Michelin® Free Cross outsole features wet-to-dry, mud-releasing multidirectional lugs
  • 8mm drop
  • Compression-molded EVA midsole
  • Breathable PU footbed
  • Weighs 12.7 oz. (½ pair)
  • Imported

NOTE: (1) This item is excluded from promotional discounts. (2) These shoes run on the smaller side. We recommend ordering one size up for a more accurate fit.
Item 191211
$358.00
Bowery Distressed Leather Boots from Frye®: These sturdy, rugged leather boots have a vintage distressed look with a lace-up front and zipper at the side for easy on and off. Leather insole. Rubber outsole with traction bottom. Heel height: 1". Made in Mexico.

NOTE: This item is excluded from promotional discounts.
Item 191314
$169.95
Santiago Mid GTX Hiking Boots from Garmont®: Hiking and backpacking to running and sightseeing, this lightweight, multi-sport boot adapts to the adventure with a breathable, waterproof, and supportive design. A suede leather and nylon mesh upper helps the foot breathe and stay in place, and for blocking out moisture, the GORE-TEX® Extended Comfort lining handles warmer conditions and more demanding pursuits with ease.

In blending the support of a hiker with the comfort of an athletic shoe, this pair adds a Vibram® outsole, which features mud-releasing lugs and Megagrip rubber for confident wet-to-dry traction. Bi-density compression-molded EVA midsole feels light and cushions every step, and a Heel Lock reduces blisters without compromising support.
  • 1.6mm suede leather and nylon mesh upper
  • Leather lining
  • Waterproof GORE-TEX® Extended Comfort lining
  • Vibram® S1381 outsole, with mud-releasing lugs and Megagrip rubber
  • Mid-height for ankle support
  • Asymmetric collar
  • Anatomic tongue
  • Bi-density compression-molded EVA midsole
  • Antitorsional shank for stability
  • EVA footbed
  • Extended lacing system for getting a precise, closer fit
  • Heel Lock
  • Roomier instep and forefoot
  • Weighs 16.4 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191223
$110.00
$89.00 - $110.00
Save up to 19%
5.05

(2)

Glenwood Leather Chukka Boots from Børn®: Italian leather upper, waxed cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded mesh footbed.
• Genuine leather
• Imported

NOTE: This item is excluded from promotional discounts.


5.05

(2)

5.05

(2)

Item 191235
$78.00
$58.00
Save 26%
Hermosa Linen Sneakers from SeaVees®: The original plimsoll design was intended as a sporting or beach shoe. Lightweight comfort with a contoured footbed, SeeVees' exclusive herringbone moulded grip-lock outsole, soft, breathable cotton canvas lining, and signature flat eyelets. Imported.
Item 191231
$40.00
$30.00
Save 25%
3.55

(2)

Hurricane Drift Sandals from Teva®: The perfect alternative to flip flops…light, fun and easy to clean, with easy hook-and-loop instep closure. Full injection-molded EVA soles. Imported. Whole Sizes: 8-13.
3.55

(2)

3.55

(2)

Item 191210
$250.00
Fugitive GTX Waterproof Boots from Asolo®: Enjoy all-day comfort and support on your next adventure with these amazing hiking boots. Water-resistant split-grain leather and Cordura® nylon uppers are lightweight, breathable and durable. GORE-TEX® liners are waterproof, yet breathable, for comfort in a variety of conditions. Reinforced rubber heels and toe boxes provide durable protection. DuoAsoflex midsoles mix a shock-absorbing soft layer with a stiffer shank for torsion control. Outsoles are a combination of polyurethane midsoles over a bi-density rubber bottom for cushioning and traction. Imported.
Item 191220
$130.00
Moloa Aho Slip-On Shoes from OluKai®: Premium waxed nubuck leather upper, unlined with laser perforations on vamp, hand sewn stitching details and elastic gore at sides for easy on and off. Dual-density anatomical PU footbed with polyurethane gel insert and natural, moisture-wicking cork footbed cover – removable and washable. Rubber outsole wrapped with full-grain leather. Patented Drop-In Heel® to wear it as a shoe or a slide. Imported.
Item 191228
$85.00
$59.00
Save 31%
Krumes Leather Thong Sandals from Børn®: Enjoy all-day comfort with leather uppers and cushioned insoles. Rubber soles. Imported.
Item 191240
$90.00
Allan Loafers from Børn®: Roll up those cuffs to show off your ankles come spring, or slip on something comfortable to go with your chinos and patterned socks once fall arrives. Either way, this year-round loafer with a stitched moc toe is the very definition of adaptable.
  • Smooth, full-grain leather upper
  • Padded footbed
  • Microfiber lining
  • Textured rubber outsole
  • Hand-crafted, double-needle Opanka construction
  • 1.5" heel
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191221
$110.00
$79.00
Save 28%
Nalukai Leather Slip-On Shoes from OluKai®: Unlined, burnished full-grain leather upper. Lightweight single-density anatomical PU footbed with a soft, moisture-wicking anti-microbial textile lining – removable and washable. Lightweight, compression molded EVA midsole and rubber outsole. Patented Drop-In Heel® to wear it as a shoe or a slide. Imported.
Item 191252
$135.00
Tikal Shoes from Garmont®: Your summertime adventures take you along trails, to new cities, and out to the beach, but no matter the activity or the terrain, cool comfort gets you through it. Eliminating the need to turn around and go back, Garmont®’s Tikal is based on an active silhouette, but has moisture control and breathability built into its design.

A seamless 2.2mm reversed leather upper prevents heat buildup, while a coconut hair footbed, complete with a cotton top sheet, wicks away sweat to keep you dry. A cork underfoot insert and EVA/cork midsole improve support and stability without tacking on extra ounces, and for traction, a Michelin® Cross Terrain outsole helps you handle those rough patches and inclines.
  • 2.2mm reversed, seamless leather upper
  • Moisture-wicking coconut hair footbed, with a cotton top sheet
  • Cork underfoot insert
  • EVA/cork midsole
  • Michelin® Cross Terrain outsole
  • Light enough to be worn without socks
  • PU bumper and heel reinforcement
  • Weights 10.76 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191229
$70.00
$49.00
Save 30%
5.05

(1)

Hurricane Boomerang Sandals from Teva®: Water-friendly poly-nylon recycled PET webbing stands up to abuse and dries quickly after getting wet. Cushioned heel tab for increased comfort. Adjustable injection-molded strap. Easy hook-and-loop closure for a perfect fit. EVA foam midsole for lightweight cushioning. Nylon shank stabilizes and supports your feet on uneven terrain. Rugged Durabrasion Rubber™ outsole stands up to abuse and supplies great traction. Imported.
5.05

(1)

5.05

(1)

Item 191245
$170.00
Item 191242
$180.00
Huaka'i Li Leather Track Sneakers from Olukai®: From everyday use to casual adventures – like a short waterfall hike in Hawaii or the Adirondacks – this sneaker excels with sturdy, thoughtful construction. Neither bulky nor minimal, its antiqued and waxed nubuck leather upper, complemented by full-grain leather accents, gives it a classic, reliably old-school look. Yet, it takes a modern approach to support, thanks to a single-density, leather-covered PU anatomical footbed and lightweight, responsive EVA midsole with a stacked leather Vernier. For tackling a wider range of terrains, Olukai’s Wet Grip Outsole lives up to its name, delivering reliable traction in damp-to-dry conditions.
  • Antiqued, waxed nubuck upper with full-grain leather accents
  • Single-density, leather-covered PU anatomical footbed
  • Lightweight, responsive EVA midsole
  • Stacked leather Vernier
  • Wet Grip rubber outsole
  • Light pebbled leather lining
  • Pull loop for easy on and off
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191217
$495.00
$289.97
Save 41%
This amazing burnished leather boot boasts a unique stitch design spanning the front and back quarter, while keeping the vamp unadorned to allow the beautiful, marbled goat leather to shine. Single stitch welt construction. Leather sole. Handmade in Texas.
Item 191226
$110.00
5.05

(1)

Gunnison Lace-Up Shoes from Børn®: Italian suede upper with a leather ankle collar, waxed cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded mesh footbed. Imported.
5.05

(1)

5.05

(1)

Item 191136
$130.00
$65.00
Save 50%
5.05

(2)

Arrowood 2 Knit Sneakers from Teva®: Waterproof leather upper with knit-style, super light engineered mesh lining to keep your feet comfortable and dry. EVA foam footbed cushions your foot and softly supports it for all-day comfort. Float-Lite™ midsole is durable and feather light. Individual rubber outsole pods are strategically placed for superior traction. Responsive PU sockliner cushions the foot and puts a spring in your step. Imported.
5.05

(2)

5.05

(2)

Item 191134
$80.00
$55.00
Save 31%
5.05

(1)

Nui Leather Thongs from OluKai®: "Nui" (NOO-EE) means "Greatest" on the Hawaiian islands. This unique sandal features high-character, premium full-grain leather uppers that are tumbled or embossed waxed nubuck, with a quick-drying jersey knit lining, and a soft nylon toe post. Compression molded EVA midsole wrapped in antiqued full-grain leather with hand-sewn stitching provides anatomically correct contour for a personlized fit and sustained comfort. Non-marking outsole with island inspired traction pods for enhanced grip and flexibility. Embroidered logos and perimeter stitching on the footbed, hand-sewn whip stitching and triangular laser detail on the straps. Imported.

5.05

(1)

5.05

(1)

Item 191230
$59.95
$49.50
Save 17%
5.05

(2)

Wally Braided Shoes from Hey Dude®: How does a low-height chukka weigh in at just 5.5 oz.? With streamlined traveling in mind, Hey Dude® starts with its Flex & Fold sole system, which features a removable vegan Coco insole utilizing 100% natural cork and rubber memory foam cushioning, and adds a woven 100% organic cotton exterior and an ultra-light synthetic outsole. While these aspects improve breathability, control odors and offer an anatomical fit, a wider toe vamp allows for full air circulation. Made with ethically sourced materials. With a lower instep to reduce slippage and two lacing options. Machine washable. Imported.

5.05

(2)

5.05

(2)

Item 191225
$90.00
$75.00
Save 17%
5.05

(5)

Allegheny Lace-Up Sneakers from Børn®: Italian leather upper with a padded collar, cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded footbed. Imported.
5.05

(5)

5.05

(5)

Item 191222
$165.00
$99.00
Save 40%
Kahu Lauhala Woven Leather Slip On Shoes from OluKai®: Antiqued, burnished full-grain leather upper, hand woven in a traditional "lauhala" mat design. Soft, breathable single layer mesh lining and elastic side gores for a customized fit. Dual-density anatomical PU footbed with gel insert and a soft, microfiber footbed cover – removable and washable. Rubber traction outsole. Patented Drop-In Heel® to wear as a shoe or a slide. Imported.
Item 191224
$95.00
$69.00
Save 27%
5.05

(2)

Aleksander Leather Slip-On Sneakers from Børn®: Italian full-grain leather upper, padded collar, elastic side gores for easy on and off, and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded footbed. Imported.
5.05

(2)

5.05

(2)

Item 191316
$180.00
Trail 2650 Mid GTX Hiking Boots from Danner®: Not every hiking trip involves starting at dawn, ascending multiple peaks, and returning to the trailhead with burning calves and memories made. For these goal-pushing treks to short, local nature walks, Danner®’s trail runner-inspired hiker adapts with a lightweight design strengthened in key areas.

That approach begins with the upper, featuring strategic perforations for regulating airflow. Then, the Trailguard platform uses an exposed TPU shank for improved stability and torsional strength. Added to this, the EXO Heel System places the heel counter on the shoe’s outside, and utilizes softer materials that lessen weight without compromising support.

For navigating both wet and dry terrain, a Vibram® 460 outsole makes use of multidirectional lugs and Megagrip rubber for traction through a wider range of environments. So moisture doesn’t make its way through, a GORE-TEX® liner blocks it out while letting it evaporate from the interior, ensuring an all-around dry sensation.

  • Breathable mesh and leather upper
  • Perforations improve airflow
  • Waterproof GORE-TEX® liner
  • Trailguard platform with an exposed TPU shank
  • EVA midsole
  • EXO Heel System for less weight and greater support
  • Vibram® 460 outsole with Megagrip rubber and multidirectional lugs
  • Wider forefoot
  • 8mm heel drop
  • Mesh lining
  • Light padding
  • Removable open-cell Ortholite® footbed
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 191118
$150.00
$75.00
Save 50%
5.05

(1)

Arrowood Waterproof Hiker Shoes from Teva®: These cool, easy-wearing hikers feature the eVent premium waterproof-breathable membrane to keep your feet cool and dry. Rubberized toe cap provides rugged durability and toe protection. Responsive PU footbed cushions the foot and puts a spring in your step. Floatlite™ EVA-foam midsole with PU high-rebound heel pad for lightweight cushioning. Durable Vibram® rubber outsole stands up to the demands of rugged terrain. Nylon shank stabilizes and supports your foot on uneven terrain. Imported.

5.05

(1)

5.05

(1)

Item 191129
$150.00
$75.00
Save 50%
Hoe Perforated Leather Thongs from OluKai®: "Hoe" (HOY) is Hawaiian for "Paddle." High-quality, antiqued full-grain leather upper with octopus inspired strap perforations, and a soft, hand-sewn leather toe post. Compression molded EVA midsole wrapped in antiqued full-grain leather with hand-sewn stitching provides anatomically correct contour for a personlized fit and sustained comfort. Leather wrapped outsole with non-marking rubber traction pods infused with coconut fiber, and feather kappa texture for enhanced grip and flexibility. Imported.

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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