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

Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
$236.00 - $295.00
$236.00 - $295.00
Current price $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 ...

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Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
$236.00 - $295.00
$236.00 - $295.00
Current price $236.00
Sale Sale

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

Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $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
Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $236.00
Sale Sale

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

Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
$269.00 - $295.00
$269.00 - $295.00
Current price $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
Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
$269.00 - $295.00
$269.00 - $295.00
Current price $269.00
Sale Sale

Tailored Sportsman Icefil Long Sleeve- Almost Pink

Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $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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Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $109.95

Tailored Sportsman Icefil Long Sleeve- Almost Pale Blue

Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $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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Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $109.95

Tailored Sportsman Icefil Long Sleeve- BLUEST BLUE

Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $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
Original price $109.95 - Original price $109.95
Original price
$109.95
$109.95 - $109.95
Current price $109.95

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

Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $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
Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $236.00
Sale Sale

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

Original price $269.00 - Original price $269.00
Original price
$269.00
$269.00 - $269.00
Current price $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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Original price $269.00 - Original price $269.00
Original price
$269.00
$269.00 - $269.00
Current price $269.00

CLEARANCE Tailored Sportsman Quilted Belt - French Blue

Original price $174.95
Original price $174.95 - Original price $174.95
Original price $174.95
Current price $129.95
$129.95 - $129.95
Current price $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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Original price $174.95
Original price $174.95 - Original price $174.95
Original price $174.95
Current price $129.95
$129.95 - $129.95
Current price $129.95
Sale Sale

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

Original price $269.00
Original price $269.00 - Original price $269.00
Original price $269.00
Current price $227.00
$227.00 - $227.00
Current price $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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Original price $269.00
Original price $269.00 - Original price $269.00
Original price $269.00
Current price $227.00
$227.00 - $227.00
Current price $227.00
Sale Sale

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

Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $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
Original price $295.00
Original price $295.00 - Original price $295.00
Original price $295.00
Current price $236.00
$236.00 - $236.00
Current price $236.00
Sale Sale

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

Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
Current price $236.00
$236.00 - $236.00
Current price $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
Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
Current price $236.00
$236.00 - $236.00
Current price $236.00
Sale Sale

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

Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
Current price $182.95
$182.95 - $182.95
Current price $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...

View full details
Original price $279.00
Original price $279.00 - Original price $279.00
Original price $279.00
Current price $182.95
$182.95 - $182.95
Current price $182.95
Sale Sale