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The Tailored Sportsman

THE TAILORED SPORTSMAN™ has been the benchmark of show ring quality and style for decades. Renowned for classic tailoring and premium fabrics, the apparel creates an impeccable presentation instantly recognizable by discerning equestrians everywhere. Stylish touches and updated colors keep the timeless looks fresh.

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Tailored Sportsman Trophy Hunter low rise boot sock breech in tan, designed for comfort and style in riding apparel.
Tailored Sportsman Trophy Hunter low rise boot sock breech in tan, designed for riding and equestrian activities. Sale Sale

*CLEARANCE* Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - TAN

$295.00
$295.00 - $295.00
$295.00
$249.00
$249.00 - $249.00
$249.00

New in 2019, the updated iconic Tailored Sportsman Trophy Hunter Breech now comes with a comfortable sock bottom.   *These products are price contr...

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$295.00
$295.00 - $295.00
$295.00
$249.00
$249.00 - $249.00
$249.00
Sale Sale
Tailored Sportsman Trophy Hunter jodhpurs in beige fabric, designed for equestrian riding and riding comfort.
Tailored Sportsman Trophy Hunter Jodhpurs in beige, showing close-up of fabric and detailed stitching for equestrian riding attire. Sale Sale

*CLEARANCE* Tailored Sportsman Trophy Hunter Jodhpurs

$249.00
$249.00 - $249.00
$249.00
$225.00
$225.00 - $225.00
$225.00

The Tailored Sportsman Hunter Jodhpurs the most classic Jodhpur. They feature a low rise waist and 4-way stretch.   *These products are price con...

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$249.00
$249.00 - $249.00
$249.00
$225.00
$225.00 - $225.00
$225.00
Sale Sale
Tailored Sportsman quilted belt in various colors, showing close-up of textured fabric and metal buckle on a neutral background.
Tailored Sportsman quilted belt in various colors, featuring a sleek design and durable leather strap for men's casual wear. Sold out

Tailored Sportsman Quilted Belt - Various Colours

$174.95 - $174.95
$174.95
$174.95 - $174.95
$174.95

These beautiful belts are hand made in Italy by the Tailored Sportsman. They are two inches in width to perfectly fit in Tailored Sportsman trophy ...

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$174.95 - $174.95
$174.95
$174.95 - $174.95
$174.95
Sold out
Tailored Sportsman Trophy Hunter front zip boot sock breeches in espresso and tan, showing the tailored fit and high-quality fabric.
Tailored Sportsman Trophy Hunter breeches with front zip, mid-rise fit, in Espresso and Tan, designed for riding comfort and style. Sale Sale

Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Espresso & Tan

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the manufacturer The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsma...

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$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Boysenberry breeches with tan accents, mid-rise trophy hunter front zip boot sock breech for equestrian riding.
Tailored Sportsman trophy hunter front zip breech boots sock in boysenberry with tan accents, showcasing detailed stitching and fabric.
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Boysenberry w/ Tan

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the manufacturer The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsma...

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$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Trophy Hunter breech socks in Bordeaux and tan, featuring low rise design and front zip for equestrian riding.
Tailored Sportsman Trophy Hunter breeches with front zip, low rise design in Bordeaux and tan, suitable for equestrian riding.
Sale Sale

*CLEARANCE* Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Bordeaux/Tan

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the supplier/ distributor. The Tailored Sportsman name is synonymous with quality and classic style. The b...

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$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Black Tailored Sportsman Trophy Hunter front zip breech socks designed for riding, with a tailored fit and low-rise style.
Black Tailored Sportsman Trophy Hunter breeches with tan patches and front zip, designed for riding and equestrian activities.
Sale Sale

*CLEARANCE* Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech -Black

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the manufacturer Feel and look your best while riding! One of the most popular styles from THE TAILORED SPO...

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$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Trophy Hunter low rise breeches with front zip, in MoodyBlue and Tan, designed for equestrian riding.
Tailored Sportsman Trophy Hunter breeches in Moody Blue and Tan with front zip, designed for riding comfort and style.

Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - MoodyBlue/Tan

$295.00 - $295.00
$295.00
$295.00 - $295.00
$295.00

The Tailored Sportsman name is synonymous with quality and classic style. The breeches are made from the finest fabrics with precision tailoring. A...

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$295.00 - $295.00
$295.00
$295.00 - $295.00
$295.00
Tailored Sportsman Trophy Hunter breech boots with low-rise design and front zip, in seaweed and tan colors, designed for riding comfort.
Tailored Sportsman Trophy Hunter breech boots in Seaweed and Tan with front zip, designed for equestrian riding.
Sale Sale

CLEARANCE Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Seaweed/Tan

$279.00
$279.00 - $279.00
$279.00
$195.95
$195.95 - $195.95
$195.95

FINAL SALE. *These products are price controlled by the supplier/ distributor. The Tailored Sportsman name is synonymous with quality and classi...

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$279.00
$279.00 - $279.00
$279.00
$195.95
$195.95 - $195.95
$195.95
Sale Sale
Tailored Sportsman men's breeches in beige fabric with reinforced knee patches and belt loops, designed for riding comfort and style.
Tailored Sportsman men's breeches, tailored riding breeches with a sleek fit, shown in a neutral color.
Sale Sale

CLEARANCE Tailored Sportsman Men's Breeches

$269.00
$269.00 - $269.00
$269.00
$215.12
$215.12 - $215.12
$215.12

Final Sale.  *These products are price controlled by the manufacturer Offers classic detailing and signature relaxed fit. Made of lightweight woven...

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$269.00
$269.00 - $269.00
$269.00
$215.12
$215.12 - $215.12
$215.12
Sale Sale
Tailored Sportsman Trophy Hunter Jodhpurs, tailored riding breeches for equestrian sports, in black with reinforced knee patches.

Tailored Sportsman Tech Light Trophy Hunter Jodhpurs

$299.95 - $299.95
$299.95
$299.95 - $299.95
$299.95

The Tailored Sportsman Hunter Jodhpurs the most classic Jodhpur. They feature a low rise waist and 4-way stretch in Tailored Sportsman's new techni...

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$299.95 - $299.95
$299.95
$299.95 - $299.95
$299.95
Tailored Sportsman Breeches with mid-rise fit, trophy front zip, in indigo and tan, designed for equestrian riding.
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Indigo/Tan

$279.00
$279.00 - $279.00
$279.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the manufacturer The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsma...

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$279.00
$279.00 - $279.00
$279.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Icefil long sleeve shirt in shadow color, designed for outdoor performance and sun protection.

Tailored Sportsman Icefil Long Sleeve- Shadow

$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95

*These products are price controlled by the supplier/ distributor. The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool t...

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$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Long sleeve Icefil shirt by Tailored Sportsman in almost pale blue, designed for moisture-wicking and breathability.

Tailored Sportsman Icefil Long Sleeve- Almost Pale Blue

$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95

*These products are price controlled by the supplier/ distributor. The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool t...

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$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Tailored Sportsman Icefil long sleeve shirt in almost lavender, lightweight and breathable for outdoor sports and sun protection.

Tailored Sportsman Icefil Long Sleeve- ALMOST LAVENDER

$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95

*These products are price controlled by the supplier/ distributor. The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool ...

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$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Tailored Sportsman Trophy Hunter front zip breech sock in blue and tan, designed for riding comfort and performance.
Tailored Sportsman Trophy Hunter front zip breech socks in blue and tan, designed for riding with mid-rise and tailored fit.
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - BLUEST BLUE/TAN

$279.00
$279.00 - $279.00
$279.00
$236.00 - $295.00
$236.00 - $295.00
$236.00

The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsman name is synonymous with quality and classic style. The ...

View full details
$279.00
$279.00 - $279.00
$279.00
$236.00 - $295.00
$236.00 - $295.00
$236.00
Sale Sale
Tailored Sportsman Trophy Hunter front zip breech socks in Shadow and Tan, designed for horse riding comfort and durability.
Tailored Sportsman Trophy Hunter breeches with front zip, mid-rise fit, shadow and tan color, designed for riding comfort.
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - SHADOW/TAN

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsman name is synonymous with quality and classic style. The ...

View full details
$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Icefil long sleeve shirt in almost pink, lightweight and breathable for outdoor sports and warm weather.

Tailored Sportsman Icefil Long Sleeve- Almost Pink

$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95

FINAL SALE The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool this season! The fabric is moisture-wicking and fast dryi...

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$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Blue Tailored Sportsman Icefil long sleeve shirt with a tailored fit, designed for outdoor sports and sun protection.

Tailored Sportsman Icefil Long Sleeve- BLUEST BLUE

$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95

*These products are price controlled by the supplier/ distributor. The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool t...

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$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Tailored Sportsman breeches with mid-rise fit, trophy front zip, in hyacinth and tan, designed for equestrian riding.
Tailored Sportsman breeches with mid-rise fit, trophy front zip, in hyacinth and tan, designed for riding and equestrian activities.
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Hyacinth/Tan

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

  *These products are price controlled by the manufacturer The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sports...

View full details
$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Trophy front zip breech saddle seat riding breeches in Vicuna and black, mid-rise and designed for riding comfort.
Tailored Sportsman Trophy front zip breech bootsock in Vicuna and black, tailored for riding and equestrian performance.

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Vicuna/Black

$269.00 - $269.00
$269.00
$269.00 - $269.00
$269.00

*These products are price controlled by the manufacturer The Mid Rise is 1″ higher in the rise than its Low Rise counterpart. The Tailored Sportsma...

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$269.00 - $269.00
$269.00
$269.00 - $269.00
$269.00
French blue Tailored Sportsman quilted belt with tailored stitching, designed for a stylish and comfortable fit.
French blue Tailored Sportsman quilted belt with tailored stitching, designed for casual and formal wear.
Sale Sale

CLEARANCE Tailored Sportsman Quilted Belts

$174.95
$174.95 - $174.95
$174.95
$129.95
$129.95 - $129.95
$129.95

*These products are price controlled by the manufacturer These beautiful belts are hand made in Italy by the Tailored Sportsman. They are two inche...

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$174.95
$174.95 - $174.95
$174.95
$129.95
$129.95 - $129.95
$129.95
Sale Sale
Tailored Sportsman children's breeches with front zip, in periwinkle and tan, designed for riding and equestrian activities.
Children's breeches by Tailored Sportsman featuring front zip, in periwinkle and tan, designed for riding with comfortable fit.
Sale Sale

*CLEARANCE* Tailored Sportsman Childrens Front Zip Boot Sock Breech - Periwinkle & Tan

$269.00
$269.00 - $269.00
$269.00
$227.00
$227.00 - $227.00
$227.00

*These products are price controlled by the manufacturer The Tailored Sportsman girls breeches are the gold standard for young rider's show attire ...

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$269.00
$269.00 - $269.00
$269.00
$227.00
$227.00 - $227.00
$227.00
Sale Sale
Children's breeches by Tailored Sportsman with front zip, in rosewood and tan, featuring tailored breech design and comfortable fit.
Children's front zip breech sock from Tailored Sportsman in rosewood and tan, designed for comfortable equestrian riding.
Sale Sale

*CLEARANCE* Tailored Sportsman Children's Front Zip Boot Sock Breech - Rosewood & Tan

$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00

*These products are price controlled by the manufacturer The Tailored Sportsman girls breeches are the gold standard for young rider's show attire ...

View full details
$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale