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Item 117026
$79.50
$49.50
Save 38%
Antiqued Brass O-Ring Leather Belt: This endlessly versatile belt features a solid die-cast O-ring with an antiqued brass finish, measuring 1.75". Horween Chromexcel® aniline leather features handsewn details and is rubbed for a rich finish. Belt measures 1.5" wide. Sizes: S-XXL. Small (30-32), Medium (34-36), Large (38-40), Extra Large (42-44), Extra Extra Large (46-48). Buckle is imported; Belt is made in U.S.A.
Item 191137
$110.00
This is an update to a classic OluKai style, with an upper that’s part natural and durable wool and part premium full-grain leather. Stretch air mesh tongue and gusset. Elastic lacing system for easy on/off and lined with a lightweight, quick-drying single-layer mesh for comfort and breathability. Dual-density anatomical PU footbed with gel insert and a soft, quick-drying single layer textile footbed cover – footbed is removable and washable. Non-marking all-weather rubber outsole. Patented Drop-In Heel® so you can wear it as a sneaker or a slide. Stretch bootie construction for barefoot wear. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191201
$180.00
Arrowood Utility Side Zip Boots from Teva®: Waterproof leather upper seals out the elements to keep your feet dry. Neoprene upper tongue and collar for extra comfort. Poly laces and metal D-rings let you adjust for a perfect fit. Dual-color, breathable mesh lining is cool wearing and comfortable. Responsive PU footbed cushions the foot and puts a spring in your step. Float-Lite™ midsole is super durable and feather light. Vibram® molded rubber outsole. Imported.
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 191134
$80.00
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.

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 190276
$199.00
$119.00
Save 40%
5.05

(1)

Steer Head Leather Belt: The unique, distressed ribbing is achieved by washing and splicing the Italian leather. Mixed metal bull horn buckle with cool metal pickstitching, too! 1.5" wide. Imported.

5.05

(1)

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Item 117047
$95.50
Douglas Embossed Leather Belt from Trask™: Crafted in the USA of rugged Horween® oiled steer leather with a handsome worn patina that gets even better with age. The unique woven diamond pattern will look great with jeans and chinos. Antiqued nickel buckle. U.S. made.

NOTE: This item is excluded from promotional discounts.
Item 117039
$52.00
BugsAway® Sol Cool™ Adventure Hat from ExOfficio®: This is an ideal travel hat, whether you're on safari or strolling down the street in mid-summer. Made of lightweight nylon. Mesh lined for ventilation. Removable, adjustable clip-on chin strap. Treated with Insect Shield® for bug protection. Brim width: 3.25" front/sides and 4" back. Machine washable. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191133
$70.00
Kipi Water Resistant Thongs from OluKai®: "Kipi" equals "Rebel" in Hawaiian. These water-ready thongs feature water-resistant synthetic straps with quick-drying jersey knit lining and a soft, comfortable nylon toe post. Compression molded EVA midsole with brushed drop-in footbed for an anatomical fit and sustained comfort. Non-marking "Wet Grip Rubber" outsole with traction bottoms for land and wet surfaces. Tested and approved by the HLA (Hawaiian Lifeguard Association), with decorative strap stitching, welded hook logo, laser footbed detail, and a custom jacquard webbing tag, which represents the traditional colors of the HLA. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191128
$225.00
$180.00 - $225.00
Save up to 20%
Bradley Perforated Suede Slip Ons from Trask™: Kick back in this more relaxed version of a casual loafer, with perforated suede upper and side-stretch gores for easy on and off. Stitch-out construction. Leather lining. Ortholite®-cushioned footbed with leather/microsuede-covered insole. Vibram® rubber outsole. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191129
$150.00
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.

NOTE: This item is excluded from promotional discounts.
Item 191104
$120.00
5.05

(1)

Arrowood Waterproof Sneakers from Teva®: These cool, easy-wearing sneakers offer waterproof protection and feature the featherweight comfort of Floatlite™ technology. Foam construction is ultralight and durable with improved rebound function and excellent traction. Nylon mesh interior. Contrast cushioned insole and collar. Contrast speckled rubber sole. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(1)

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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)

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Item 190849
$335.00
$300.50
Save 10%
5.05

(1)

Cole Leather Cowboy Boots from Lucchese®: Full-grain leather uppers boast a dramatic corded design and stitching on the shaft. With a leather lining, leather cushioned insole and leather outsole with rubber cap stacked heel. Narrow rounded toe. Imported.
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 191212
$60.00
Katavi 2 Suede Slides from Teva®: Soft suede uppers with contoured EVA footbeds to support your arches and keep your feet happy. Nylon shanks stabilize and support your feet on uneven terrain. Rugged Durabrasion Rubber outsole stands up to the elements and offers great traction. Imported.

NOTE: This item is excluded from promotional discounts.
Item 190510
$119.00
$65.00
Save 45%
4.85

(8)

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

(8)

4.85

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Item 117077
$85.50
5.05

(1)

Boris Ascot Hat from Stefeno®: This warm, versatile hat is made of durable wool-poly with a poly lining for itch-free comfort. Dry clean. Imported.
5.05

(1)

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(1)

Item 117058
$149.00
$89.00
Save 40%
Eldo Sunglasses from Native Eyewear®: These sunglasses feature a bold flat brow, with large impact-resistant lenses, trilaminate frame construction, lightweight durability and enhanced clarity. Inspired by the persevering spirit of this frame's namesake town, the Eldo is your perfect companion for hitting the trail all day and capping it off with a celebratory beverage. Advanced polarized lenses offer UV protection, and by significantly reducing blue light and selectively filtering UV, they deliver high contrast, crisp definition, and peak visual acuity. Backed by a lifetime warranty. Imported.
Item 117076
$90.50
Burton Wool Pub Hat from Stefeno®: Deep shades of rust, navy and brown highlight this plaid pub cap made of warm virgin wool. With a soft poly lining for all-day comfort. Dry clean. Imported. Sizes: M-XXL (M = 7-7 1/8, L = 7 1/4-7 3/8, XL = 7 1/2-7 5/8, XXL = 7 3/4-7 7/8).
Item 117019
$109.00
$49.00
Save 55%
5.05

(1)

Granada Leather Belt from Madison Creek Outfitters®: The genuine bison leather strap is richly burnished and outlined with heavy contrast stitching. Finished with a distressed hammered metal buckle and keeper. Painted English bevel. Tapered tip. U.S. made.
5.05

(1)

5.05

(1)

Item 117003
$79.50
Gregory Melton Wool Quilted Cap from Stefeno®: If you prefer a baseball cap silhouette but also want ear protection, this fits the bill. Super-soft and thick Melton wool twill offers luxurious warmth, plus it's wind and weather resistant. With a soft, quilted poly lining. Fold out the earflaps during a cold and windy day or tuck them in to wear it as a regular baseball cap. Wool/poly; poly lining. Dry clean. Imported. Sizes: M-XXL (M = 7-7 1/8, L = 7 1/4-7 3/8, XL = 7 1/2-7 5/8, XXL = 7 3/4-7 7/8).
Item 144034
$54.50
$41.00
Save 25%
3.05

(1)

Timberline Twill Boonie Hat from Pendleton®: Sturdy, coated cotton canvas keeps your head well protected through any adventure. The inside canvas sweatband and two eyelets on each side keep you cool and comfortable. Adjustable cotton chin strap. Leather patch logo at the front. 3" brim. 100% cotton, exclusive of trim. Imported.

NOTE: This item is excluded from promotional discounts.
3.05

(1)

3.05

(1)

Item 144026
$85.00
$55.00 - $65.00
Save up to 35%

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.

Item 190502
$99.50
$44.50
Save 55%

Leather Notebook Cover: A great way to make your regular notebook pad more interesting. Natural English Kip leather darkens with use and exposure to UV light, giving this notebook a beautiful patina that gets better and better with age. It's finished without adding dyes or other cover-up colorants. The leather is hand-stuffed with a light application of pure neatsfoot oil for softening and preserving the leather, and finished with a topcoat that resists moisture and grime. Fits a 3.5" x 5.5" notebook. U.S. made.

Item 190440
$239.00
Concorde Sunglasses from Randolph Engineering®: Named after the turbojet Concorde supersonic passenger airliner, which entered service in 1976. Built to the same military spec standards as our classic Aviators. 100% UVA/UVB protection. Jewelry-quality finishes with durability coating to prevent scratches. Adjustable cushioned silicone nose pads for a customized fit. Lifetime warranty. Includes case, cleaning cloth and maintenance kit. Handcrafted using 200+ steps in Massachusetts, USA. Size: 5.5" (temple to temple). Note: The fit is more snug with wrap style frames.

NOTE: This item is excluded from promotional discounts.
Item 191148
$115.00
4.05

(1)

This rugged yet refined chukka boot features a smooth Italian suede upper with tonal stitching details. Microfiber lining. Handmade Opanka construction: midsole is handsewn to the suede upper, giving the boot great flexibility and comfort. Removable footbed. Rubber outsole. 1.25” heel height. Wipe with a damp cloth to clean. Imported.
4.05

(1)

4.05

(1)

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 191200
$335.00
$199.00
Save 41%

Lewis Leather Cowboy Boots from Lucchese®: Lucchese Bootmakers have been creating iconic handmade boots since 1883. The distressed leather gets better the more you wear them, and the rounded toes and classic stitching and pull straps give them major swagger. Leather linings and fully padded footbeds provide legendary comfort. Goodyear welt construction. 12.5" shaft height; 1.75" stacked heels. Handmade in Mexico.

Item 190275
$179.00
$99.00
Save 45%

Snake Buckle Belt From Wiley Brothers®: This belt is a true charmer; made from the highest quality vegetable-tanned leather and locally cast brass and white bronze. The buckle is designed by renowned jeweler, Michie McConnell of Berkeley, CA. Artisan-built in Charlottesville, VA.

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 191105
$45.00
$35.00 - $45.00
Save up to 22%
5.05

(1)

Azure Water Friendly Thongs from Teva®: Pool resources... water-ready poly webbing uppers are extremely durable and dry quickly. Molded top sole and midsole for all-day comfort. Rubber outsole. Imported.

NOTE: This item is excluded from promotional discounts.
5.05

(1)

5.05

(1)

Item 190340
$159.00
$99.00
Save 38%

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 190325
$79.00
Canvas Roadster Cap from Stefeno: Steer your style in a new direction with this cool roadster cap, made of Stefeno's exclusive Miani brushed Italian cotton fabric. Made in Italy. 

Related Products

The perfect finishing touches, head to toe: Territory Ahead offers a unique collection of men’s shoes, boots and accessories with an eye to contrast stitching, unique colors, embroidery and subtle trim features. From leather sandals to cowboy boots, our carefully curated name-brand selections complete your outfits. Shop our one-of-a-kind assortment of men’s shoes, boots and accessories, including: chukka boots, slip-on shoes, sandals, travel bags, artisan belts, fedoras, handknit hats, leather gloves and more.

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