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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 MID RISE Boot Sock Breech - TAN - Vision Saddlery

    Tailored Sportsman Trophy Hunter MID RISE Boot Sock Breech - TAN

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

    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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    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - Vision Saddlery

    Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - TAN

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

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

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Boysenberry - Vision Saddlery
    Sale Sale

    CLEARANCE - Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Boysenberry

    $279.00
    $279.00 - $279.00
    $279.00
    $222.95
    $222.95 - $222.95
    $222.95

    Feel and look your best while riding! One of the most popular styles from THE TAILORED SPORTSMANâ„¢ the TS Trophy Hunter Low-Rise Breech with front ...

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    $279.00
    $279.00 - $279.00
    $279.00
    $222.95
    $222.95 - $222.95
    $222.95
    Sale Sale
  • 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

    Feel and look your best while riding! One of the most popular styles from THE TAILORED SPORTSMANâ„¢ the TS Trophy Hunter Mid-Rise Breech with front z...

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    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • 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 Leather Quilted Belt - BLACK - Vision Saddlery
    Tailored Sportsman Leather Quilted Belt - BLACK - Vision Saddlery

    Tailored Sportsman Quilted Belt - BLACK

    $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 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

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

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Black Olive & Tan - Vision Saddlery

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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

    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 - $279.00
    $279.00
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Moody Blue w/ Tan - Vision Saddlery
    Sale Sale

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

    $279.00
    $279.00 - $279.00
    $279.00
    $222.95
    $222.95 - $222.95
    $222.95

    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
    $222.95
    $222.95 - $222.95
    $222.95
    Sale Sale
  • 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

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

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech -SEAWEED - Vision Saddlery
    Sale Sale

    CLEARANCE Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech -SEAWEED

    $279.00
    $279.00 - $279.00
    $279.00
    $223.00
    $223.00 - $223.00
    $223.00

    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
    $223.00
    $223.00 - $223.00
    $223.00
    Sale Sale
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Black Forest Green w/ Tan - Vision Saddlery

    Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Black Forest Green w/ Tan

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

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

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech -Bordeaux/Tan - Vision Saddlery
    Sale Sale

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

    $269.99
    $269.99 - $269.99
    $269.99
    $215.95
    $215.95 - $215.95
    $215.95

    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
    $269.99
    $269.99 - $269.99
    $269.99
    $215.95
    $215.95 - $215.95
    $215.95
    Sale Sale
  • 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

    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 - $279.00
    $279.00
  • 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

    Feel and look your best while riding! One of the most popular styles from THE TAILORED SPORTSMANâ„¢, the Trophy Hunter Low-Rise Breech is updated in ...

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • 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

    Offers classic detailing and signature relaxed fit. Made of lightweight woven four-way stretch fabric, this men’s breech has a great look and perfo...

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    $269.00 - $269.00
    $269.00
    $269.00 - $269.00
    $269.00
  • 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
    $223.00
    $223.00 - $223.00
    $223.00

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

    View full details
    $279.00
    $279.00 - $279.00
    $279.00
    $223.00
    $223.00 - $223.00
    $223.00
    Sale Sale
  • Tailored Sportsman Icefil Long Sleeve- GRAPE JELLY - Vision Saddlery
    Sale Sale

    CLEARANCE Tailored Sportsman Icefil Long Sleeve- GRAPE JELLY

    $109.95
    $109.95 - $109.95
    $109.95
    $76.95
    $76.95 - $76.95
    $76.95

    The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool this season! The fabric is moisture-wicking and fast drying with two-wa...

    View full details
    $109.95
    $109.95 - $109.95
    $109.95
    $76.95
    $76.95 - $76.95
    $76.95
    Sale Sale
  • 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

    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00

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

    View full details
    $279.00 - $279.00
    $279.00
    $279.00 - $279.00
    $279.00
  • Tailored Sportsman Icefil Long Sleeve- BLACK W/ GREEN & BURGUNDY ZIPPER - Vision Saddlery

    Tailored Sportsman Icefil Long Sleeve- BLACK W/ GREEN & BURGUNDY ZIPPER

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

    The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool this season! The fabric is moisture-wicking and fast drying with two-wa...

    View full details
    $109.95 - $109.95
    $109.95
    $109.95 - $109.95
    $109.95
  • Tailored Sportsman Quilted Belt - EGGPLANT - Vision Saddlery

    Tailored Sportsman Quilted Belt - EGGPLANT

    $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 ...

    View full details
    $174.95 - $174.95
    $174.95
    $174.95 - $174.95
    $174.95
  • Tailored Sportsman Quilted Belt - DOVE GREY - Vision Saddlery

    Tailored Sportsman Quilted Belt - DOVE GREY

    $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 ...

    View full details
    $174.95 - $174.95
    $174.95
    $174.95 - $174.95
    $174.95
  • Tailored Sportsman Leather Quilted Belt - NAVY - Vision Saddlery

    Tailored Sportsman Quilted Belt - NAVY

    $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 ...

    View full details
    $174.95 - $174.95
    $174.95
    $174.95 - $174.95
    $174.95
  • Tailored Sportsman Icefil Long Sleeve- NAVY W/GOLD ZIPPER - Vision Saddlery
    Tailored Sportsman Icefil Long Sleeve- NAVY W/GOLD ZIPPER - Vision Saddlery

    Tailored Sportsman Icefil Long Sleeve- NAVY W/GOLD ZIPPER

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

    The Tailored Sportsman Ice Fil Shirt is the stylish way to keep your cool this season! The fabric is moisture-wicking and fast drying with two-wa...

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