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Free Shipping in Canada with purchases over $125

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 Icefil Long Sleeve- Shadow - Vision Saddlery

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
Tailored Sportsman Icefil Long Sleeve- ALMOST LAVENDER - Vision Saddlery

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 Mid Rise Trophy Hunter Front Zip Boot Sock Breech - BluHeaven/Tan - Vision Saddlery

Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - BluHeaven/Tan

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

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 ...

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$279.00 - $279.00
$279.00
$295.00
$295.00 - $295.00
$295.00
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - SHADOW/TAN - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - SHADOW/TAN - Vision Saddlery

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

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

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 ...

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$295.00 - $295.00
$295.00
$295.00 - $295.00
$295.00
Tailored Sportsman breeches with mid-rise fit, trophy front zip, in mink and tan, designed for equestrian riding comfort.
Tailored Sportsman Trophy front zip breeches in mink and tan, mid-rise design with tailored fit and stylish breech style.
Sale Sale

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

$279.00
$279.00 - $279.00
$279.00
$269.00 - $295.00
$269.00 - $295.00
$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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$279.00
$279.00 - $279.00
$279.00
$269.00 - $295.00
$269.00 - $295.00
$269.00
Sale Sale
Tailored Sportsman Mid Weight Technical Breeches with Clarino Patch - Vision Saddlery

Tailored Sportsman Mid Weight Technical Breeches with Clarino Patch

$249.50 - $249.50
$249.50
$249.50 - $249.50
$249.50

Tailored Sportsman Trophy Hunter Mid Weight Technical Breeches combine the classic cut you love with cutting-edge performance fabrics.  Style 1933C...

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$249.50 - $249.50
$249.50
$249.50 - $249.50
$249.50
Tailored Sportsman Icefil Long Sleeve- Almost Pink - Vision Saddlery

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
Tailored Sportsman Icefil Long Sleeve- Almost Pale Blue - Vision Saddlery

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...

View full details
$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Tailored Sportsman Icefil Long Sleeve- BLUEST BLUE - Vision Saddlery

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

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

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

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
$295.00
$295.00 - $295.00
$295.00
Tailored Sportsman breeches with mid-rise fit, trophy front zip, in mink and tan, designed for equestrian riding comfort.
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Hyacinth/Tan - Vision Saddlery
Sale Sale

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...

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$295.00
$295.00 - $295.00
$295.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Vicuna/Black - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Vicuna/Black - Vision Saddlery

*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
Tailored Sportsman Quilted Belt - French Blue - Vision Saddlery
Tailored Sportsman Quilted Belt - French Blue - Vision Saddlery
Sale Sale

CLEARANCE Tailored Sportsman Quilted Belt - French Blue

$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 Childrens Front Zip Boot Sock Breech - Periwinkle & Tan - Vision Saddlery
Tailored Sportsman Childrens Front Zip Boot Sock Breech - Periwinkle & Tan - Vision Saddlery
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
Tailored Sportsman Childrens Front Zip Boot Sock Breech - Rosewood & Tan - Vision Saddlery
Tailored Sportsman Childrens Front Zip Boot Sock Breech - Rosewood & Tan - Vision Saddlery

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

$249.00 - $249.00
$249.00
$249.00 - $249.00
$249.00

*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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$249.00 - $249.00
$249.00
$249.00 - $249.00
$249.00
Tailored Sportsman "In Contrast" belt in various colors, featuring a sleek design and contrasting buckle for men's fashion.
Tailored Sportsman saddle belt in contrast style with leather construction, designed for equestrian or casual wear.
Sold out

CLEARANCE Tailored Sportsman "In Contrast" Belt - Saddle

$149.95
$149.95 - $149.95
$149.95
$119.95
$119.95 - $119.95
$119.95

Due to discoloration at the end of the belt, this item is final sale. The refined, white stitching sets off this saddle Tailored Sportsman belt bea...

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$149.95
$149.95 - $149.95
$149.95
$119.95
$119.95 - $119.95
$119.95
Sold out
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Violet & Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Violet & Tan - Vision Saddlery
Sale Sale

*CLEARANCE* Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Violet & Tan

$279.00
$279.00 - $279.00
$279.00
$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. Th...

View full details
$279.00
$279.00 - $279.00
$279.00
$236.00
$236.00 - $236.00
$236.00
Sale Sale
CLEARANCE - (20/R)Navy Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches - Vision Saddlery
CLEARANCE - (20/R)Navy Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches - Vision Saddlery
Sale Sale

CLEARANCE - (20/R)Navy Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches

$279.00
$279.00 - $279.00
$279.00
$182.95
$182.95 - $182.95
$182.95

FINAL SALE. *These products are price controlled by the supplier/ distributor. Feel and look your best while riding! One of the most popular styles...

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$279.00
$279.00 - $279.00
$279.00
$182.95
$182.95 - $182.95
$182.95
Sale Sale