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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.
  • Tailored Sportsman Trophy Hunter MID RISE Boot Sock Breech - TAN

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Trophy Hunter Low Rise Boot Sock Breech - TAN

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • CLEARANCE - Tailored Sportsman Low Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Boysenberry

    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $222.95
    $222.95 - $222.95
    Current price $222.95

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

    View full details
    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $222.95
    $222.95 - $222.95
    Current price $222.95
    Sale Sale
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Breeches with Tan Knee Patch and Boot Socks - Black

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00

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

    View full details
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Trophy Hunter Jodhpurs

    Original price $249.00 - Original price $249.00
    Original price
    $249.00
    $249.00 - $249.00
    Current price $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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    Original price $249.00 - Original price $249.00
    Original price
    $249.00
    $249.00 - $249.00
    Current price $249.00
  • Tailored Sportsman Quilted Belt - BLACK

    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $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
    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $174.95
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Bordeaux/Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Black Olive & Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • CLEARANCE - Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Moody Blue w/ Tan

    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $222.95
    $222.95 - $222.95
    Current price $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
    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $222.95
    $222.95 - $222.95
    Current price $222.95
    Sale Sale
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Black & Blue/Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • CLEARANCE Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech -SEAWEED

    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $223.00
    $223.00 - $223.00
    Current price $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
    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $223.00
    $223.00 - $223.00
    Current price $223.00
    Sale Sale
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Black Forest Green w/ Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • CLEARANCE Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech -Bordeaux/Tan

    Original price $269.99
    Original price $269.99 - Original price $269.99
    Original price $269.99
    Current price $215.95
    $215.95 - $215.95
    Current price $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
    Original price $269.99
    Original price $269.99 - Original price $269.99
    Original price $269.99
    Current price $215.95
    $215.95 - $215.95
    Current price $215.95
    Sale Sale
  • Tailored Sportsman Mid Rise Trophy Hunter Front Zip Boot Sock Breech - Boysenberry w/ Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech -Black

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00

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

    View full details
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Men's Breeches

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

    View full details
    Original price $269.00 - Original price $269.00
    Original price
    $269.00
    $269.00 - $269.00
    Current price $269.00
  • CLEARANCE Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - Seaweed/Tan

    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $223.00
    $223.00 - $223.00
    Current price $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
    Original price $279.00
    Original price $279.00 - Original price $279.00
    Original price $279.00
    Current price $223.00
    $223.00 - $223.00
    Current price $223.00
    Sale Sale
  • CLEARANCE Tailored Sportsman Icefil Long Sleeve- GRAPE JELLY

    Original price $109.95
    Original price $109.95 - Original price $109.95
    Original price $109.95
    Current price $76.95
    $76.95 - $76.95
    Current price $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
    Original price $109.95
    Original price $109.95 - Original price $109.95
    Original price $109.95
    Current price $76.95
    $76.95 - $76.95
    Current price $76.95
    Sale Sale
  • Tailored Sportsman Low Rise Trophy Hunter Front Zip Boot Sock Breech - MoodyBlue/Tan

    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $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
    Original price $279.00 - Original price $279.00
    Original price
    $279.00
    $279.00 - $279.00
    Current price $279.00
  • Tailored Sportsman Icefil Long Sleeve- BLACK W/ GREEN & BURGUNDY ZIPPER

    Original price $109.95 - Original price $109.95
    Original price
    $109.95
    $109.95 - $109.95
    Current price $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
    Original price $109.95 - Original price $109.95
    Original price
    $109.95
    $109.95 - $109.95
    Current price $109.95
  • Tailored Sportsman Quilted Belt - EGGPLANT

    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $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
    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $174.95
  • Tailored Sportsman Quilted Belt - DOVE GREY

    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $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
    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $174.95
  • Tailored Sportsman Quilted Belt - NAVY

    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $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
    Original price $174.95 - Original price $174.95
    Original price
    $174.95
    $174.95 - $174.95
    Current price $174.95
  • Tailored Sportsman Icefil Long Sleeve- NAVY W/GOLD ZIPPER

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