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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 Trophy Hunter Low Rise Boot Sock Breech - TAN - Vision Saddlery
Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - Vision Saddlery

Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - TAN

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

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 - $295.00
$295.00
Tailored Sportsman Trophy Hunter Jodhpurs - Vision Saddlery
Tailored Sportsman Trophy Hunter Jodhpurs - Vision Saddlery

Tailored Sportsman Trophy Hunter Jodhpurs

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

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 - $249.00
$249.00
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Black - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Black - Vision Saddlery Sold out

Tailored Sportsman Mid Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Black

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

*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 - $295.00
$295.00
Sold out
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Black & Blue/Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Black & Blue/Tan - Vision Saddlery

Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Black & Blue/Tan

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

*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 - $295.00
$295.00
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Boysenberry w/ Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Boysenberry w/ Tan - Vision Saddlery

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

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

*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 - $295.00
$295.00
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Espresso & Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Espresso & Tan - Vision Saddlery

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

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

*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 - $295.00
$295.00
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Bordeaux/Tan - Vision Saddlery
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Bordeaux/Tan - Vision Saddlery

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

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

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

View full details
$295.00 - $295.00
$295.00
$295.00 - $295.00
$295.00
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech -Black - Vision Saddlery
Tailored Sportsman Trophy Hunter L/R Breech with Boot Sock-Black - Vision Saddlery

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

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

*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 - $295.00
$295.00
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - MoodyBlue/Tan - Vision Saddlery
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - MoodyBlue/Tan - Vision Saddlery

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
CLEARANCE Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Seaweed/Tan - Vision Saddlery
Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Seaweed/Tan - Vision Saddlery
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 - Vision Saddlery
Tailored Sportsman Men's Breeches - Vision Saddlery

Tailored Sportsman Men's Breeches

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

*These products are price controlled by the manufacturer Offers classic detailing and signature relaxed fit. Made of lightweight woven four-way st...

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$269.00 - $269.00
$269.00
$269.00 - $269.00
$269.00
Tailored Sportsman Icefil Long Sleeve- HEATHER - Vision Saddlery
Tailored Sportsman Icefil Long Sleeve- HEATHER - Vision Saddlery
Sale Sale

CLEARANCE-Tailored Sportsman Icefil Long Sleeve- HEATHER

$109.95
$109.95 - $109.95
$109.95
$87.96
$87.96 - $87.96
$87.96

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
$87.96
$87.96 - $87.96
$87.96
Sale Sale
Tailored Sportsman Quilted Belt - Various Colours - Vision Saddlery
Tailored Sportsman Quilted Belt - Various Colours - Vision Saddlery

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
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Periwinkle/Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Periwinkle/Tan - Vision Saddlery

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

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

  *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 - $295.00
$295.00
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Indigo/Tan - Vision Saddlery

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

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

*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 - $295.00
$279.00
$295.00
$295.00 - $295.00
$295.00
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 ...

View full details
$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Periwinkle/Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Front Zip Boot Sock Breech - Mink/Tan - Vision Saddlery
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...

View full details
$279.00
$279.00 - $279.00
$279.00
$269.00 - $295.00
$269.00 - $295.00
$269.00
Sale Sale
Tailored Sportsman Icefil Long Sleeve- DIRT ROAD - Vision Saddlery
Tailored Sportsman Icefil Long Sleeve- DIRT ROAD - Vision Saddlery
Sale Sale

CLEARANCE-Tailored Sportsman Icefil Long Sleeve- DIRT ROAD

$109.95
$109.95 - $109.95
$109.95
$87.96
$87.96 - $87.96
$87.96

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...

View full details
$109.95
$109.95 - $109.95
$109.95
$87.96
$87.96 - $87.96
$87.96
Sale Sale
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Pinkberry/Tan - Vision Saddlery
Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Pinkberry/Tan - Vision Saddlery
Sale Sale

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

$279.00
$279.00 - $279.00
$279.00
$269.00
$269.00 - $269.00
$269.00

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
$269.00
$269.00 - $269.00
$269.00
Sale Sale
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...

View full details
$109.95 - $109.95
$109.95
$109.95 - $109.95
$109.95
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...

View full details
$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 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 ...

View full details
$295.00 - $295.00
$295.00
$295.00 - $295.00
$295.00
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