Kentucky Derby Inspired

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45 products
  • Scarsdale Needlepoint Belt Classic Navy-Light Khaki coiled, with brown leather trim and a brass buckle Smathers and Branson Scarsdale Belt Classic Navy-Light Khaki

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    Scarsdale Belt (Classic Navy-Light Khaki)
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Classic navy
    Belt Size (2-3” larger than pants) :
  • Multi-colored can cooler featuring an American flag design. Multi-colored can cooler showing an American flag design from a secondary angle.

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    American Flag Can Cooler
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Multi
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    Smathers and Branson Dancing Bears Downing Bit Loafers Dark Navy Chestnut Leather Smathers and Branson Dancing Bears Downing Bit Loafers Dark Navy Chestnut Leather

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    Dancing Bears Downing Bit Loafers (Dark Navy) (Chestnut Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Dark navy and red green surcingle strap with chestnut leather trim and metal buckle, shown from the front and back. Top view of dark navy and forest green surcingle strap with chestnut leather trim and metal buckle.

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    Surcingle Downing Bit Loafers (Dark Navy-Red) (Chestnut Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Smathers and Branson Dancing Bear Can Cooler Dark Navy Smathers and Branson Dancing Bear Can Cooler Dark Navy

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    Dancing Bear Can Cooler (Dark Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Dark navy
  • Scarsdale Needlepoint Belt Taupe-Light Khaki coiled, with brown leather trim and a brass buckle Smathers and Branson Scarsdale Belt Taupe-Light Khaki

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    Scarsdale Belt (Taupe-Light Khaki)
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Taupe
    Belt Size (2-3” larger than pants) :
  • Kentucky Bourbon Trail Bottles Needlepoint Belt Classic Navy coiled, with brown leather trim and a brass buckle Flat view of Needlepoint Kentucky Bourbon Trail Bottles Belt Classic Navy with brown leather trim and a brass buckle

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    Kentucky Bourbon Trail Bottles Belt (Classic Navy)
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Classic navy
    Belt Size (2-3” larger than pants) :
  • Smathers and Branson Dancing Bears Belgian Loafers Smathers and Branson Dancing Bears Belgian Loafers

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    Dancing Bears Belgian Loafers
    Regular price $395.00
    Sale price $395.00 Regular price
    Shoe Size :
    Color : Dark navy
  • White can cooler with the blue Miller Lite logo. White can cooler displaying the blue Miller Lite logo from a secondary angle.

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    Miller Lite Can Cooler (Dark Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Dark navy
  • Smathers and Branson Darcy Stripe Downing Bit Loafers Dark Navy-Light Blue Chestnut Leather Smathers and Branson Darcy Stripe Downing Bit Loafers Dark Navy-Light Blue Chestnut Leather

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    Darcy Stripe Downing Bit Loafers (Dark Navy-Light Blue) (Chestnut Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Dark navy
  • American flag surcingle strap with chestnut leather trim and metal buckle, shown from the front and back. Top view of American flag surcingle strap with chestnut leather trim and metal buckle.

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    American Flag Downing Bit Loafers (Dark Navy) (Chestnut Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Classic navy and cornflower blue can cooler with the Murphy script letter “S” monogram and white stitching. Classic navy and cornflower blue can cooler with the Murphy script letter “B” monogram and white stitching.

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    Murphy Letter Can Cooler
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy
    Letter :
  • Smathers and Branson Herringbone Downing Bit Loafers Navy Chestnut Leather Smathers and Branson Herringbone Downing Bit Loafers Navy Chestnut Leather

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    Herringbone Downing Bit Loafers (Navy) (Chestnut Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Navy
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    Gentlemen's Drinks Needlepoint Belt Dark Navy Final Sale coiled, with brown leather trim and a brass buckle Smathers and Branson Gentlemen's Drinks Belt Dark Navy Final Sale

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    Gentlemen's Drinks Belt (Dark Navy) (Final Sale)
    Regular price $129.00
    Sale price $129.00 Regular price $195.00
    Color : Dark navy
    Belt Size (2-3” larger than pants) :
  • Smathers and Branson Golden Retriever Can Cooler Classic Navy Smathers and Branson Golden Retriever Can Cooler Classic Navy

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    Golden Retriever Can Cooler (Classic Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy
  • Dark navy and red needlepoint Driving with chestnut Brazilian leather trim and accents. Shows the front profile of the pair highlighting the detailed needlepoint design and leather craftsmanship.

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    Surcingle Driving Shoes (Dark Navy-Red) (Chestnut Leather)
    Regular price $245.00
    Sale price $245.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Smathers and Branson Booze Hound Can Cooler Mustard Smathers and Branson Booze Hound Can Cooler Mustard

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    Booze Hound Can Cooler (Mustard)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Mustard
  • Smathers and Branson Bourbon Five Ways Belt Dark Navy Smathers and Branson Bourbon Five Ways Belt Dark Navy

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    Bourbon Five Ways Belt (Dark Navy)
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Dark navy
    Belt Size (2-3” larger than pants) :
  • Smathers and Branson Blue Seersucker Key Fob Top view of the key fob showing the needlepoint looped strap connecting to the brass D ring

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    Blue Seersucker Key Fob
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Sky blue

    Backorder. Expected to ship by 12/16/2025

  • Smathers and Branson Blue Seersucker Sunglass Strap Smathers and Branson Blue Seersucker Sunglass Strap

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    Blue Seersucker Sunglass Strap
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Sky blue

    Backorder. Expected to ship by 10/7/2025

  • Dark navy and forest needlepoint Driving with chestnut Brazilian leather trim and accents. Shows the front profile of the pair highlighting the detailed needlepoint design and leather craftsmanship.

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    Surcingle Driving Shoes (Dark Navy-Forest) (Chestnut Leather)
    Regular price $245.00
    Sale price $245.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Tan can cooler displaying a yellow Labrador retriever illustration. Smathers and Branson Yellow Lab Can Cooler Classic Navy

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    Yellow Lab Can Cooler (Classic Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy
  • Cordoba Needlepoint Belt coiled, with brown leather trim and a brass buckle Flat view of Needlepoint Cordoba Belt with brown leather trim and a brass buckle

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    Cordoba Belt
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Blue
    Belt Size (2-3” larger than pants) :
  • Smathers and Branson Shamrock Can Cooler Dark Navy Smathers and Branson Shamrock Can Cooler Dark Navy

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    Shamrock Can Cooler (Dark Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Dark navy
  • Smathers and Branson Bourbon Five Ways Key Fob Dark Navy Top view of the key fob showing the needlepoint looped strap connecting to the brass D ring

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    Bourbon Five Ways Key Fob (Dark Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Dark navy
  • Dark navy and pink green surcingle strap with saddle leather trim and metal buckle, shown from the front and back. Top view of dark navy and forest green surcingle strap with saddle leather trim and metal buckle.

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    Surcingle Downing Bit Loafers (Classic Navy-Pink) (Saddle Leather)
    Regular price $295.00
    Sale price $295.00 Regular price
    Shoe Size :
    Color : Classic navy
  • Navy camo canvas men’s Belgian loafer featuring full grain Brazilian leather trim, leather lining, and leather sole. Front view showing navy camo canvas with leather trim and detailed stitching.

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    Navy Camo Belgian Loafers
    Regular price $395.00
    Sale price $395.00 Regular price
    Shoe Size :
    Color : Navy
  • Blue andTan needlepoint sunglass strap featuring the Cordoba stitch-out design, with leather backing and cotton wrapped connectors for secure wear Shows the full length of the strap with detailed needlepoint and cotton wrapped connectors.

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    Cordoba Sunglass Strap
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Blue

    Backorder. Expected to ship by 12/16/2025

  • Dancing Bears cufflinks featuring a colorful stitched design on dark navy needlepoint, set into a silver-plated cufflink. Cufflinks display when in cufflink box

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    Dancing Bears Cufflinks (Dark Navy)
    Regular price $75.00
    Sale price $75.00 Regular price
    Color : Dark navy

    Backorder. Expected to ship by 12/16/2025

  • Monogrammed Bourbon Bottles Needlepoint Belt Classic Navy coiled, with brown leather trim and a brass buckle Flat view of Needlepoint Monogrammed Bourbon Bottles Belt Classic Navy with brown leather trim and a brass buckle

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    Bourbon Bottles Belt (Classic Navy)
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Classic navy
    Belt Size :
  • Smathers and Branson American Flag Cufflinks Dark Navy Cufflinks display when in cufflink box

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    American Flag Cufflinks (Dark Navy)
    Regular price $75.00
    Sale price $75.00 Regular price
    Color : Dark navy
  • Monogrammed Kentucky Derby Life Needlepoint Belt coiled, with brown leather trim and a brass buckle Flat view of Needlepoint Monogrammed Kentucky Derby Life Belt with brown leather trim and a brass buckle

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    Kentucky Derby Life Belt
    Regular price $195.00
    Sale price $195.00 Regular price
    Color : Dark navy
    Belt Size (2-3” larger than pants) :
  • Smathers and Branson Booze Hound Flask Mustard Smathers and Branson Booze Hound Flask Mustard

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    Booze Hound Flask (Mustard)
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Mustard

    Backorder. Expected to ship by 12/16/2025

  • Smathers and Branson American Flag Belgian Loafers Smathers and Branson American Flag Belgian Loafers

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    American Flag Belgian Loafers
    Regular price $395.00
    Sale price $395.00 Regular price
    Shoe Size :
    Color : Dark navy
  • Smathers and Branson Shamrock Cufflinks Dark Navy

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    Shamrock Cufflinks (Dark Navy)
    Regular price $75.00
    Sale price $75.00 Regular price
    Color : Dark navy
  • Cheers Old Sport flask with navy and gold needlepoint Cheers Old Sport design. Rectangular rigid gift box in navy with crisp white border; top stamped in white with ‘Smathers & Branson’; interior designed to hold a flask; sized approx 4½″ × 5¼″ × 1 11⁄16″ outer and 4¼″ × 4 15⁄16″ × 1 5⁄8″ inner

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    Cheers Old Sport Flask (Blueberry)
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Blueberry
  • Smathers and Branson Gentlemen's Drinks Coasters Dark Navy Smathers and Branson Gentlemen's Drinks Coasters Dark Navy

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    Gentlemen's Drinks Coasters (Dark Navy)
    Regular price $125.00
    Sale price $125.00 Regular price
    Color : Dark navy
  • Sold out
    Smathers and Branson Get Foxed Up Flask Blueberry Rectangular rigid gift box in navy with crisp white border; top stamped in white with ‘Smathers & Branson’; interior designed to hold a flask; sized approx 4½″ × 5¼″ × 1 11⁄16″ outer and 4¼″ × 4 15⁄16″ × 1 5⁄8″ inner

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    Get Foxed Up Flask (Blueberry)
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Blueberry
  • Smathers and Branson Old Glory Cufflinks Cufflinks display when in cufflink box

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    Old Glory Cufflinks
    Regular price $75.00
    Sale price $75.00 Regular price
    Color : Multi
  • Smathers and Branson Neat Flask Dark Navy Rectangular rigid gift box in navy with crisp white border; top stamped in white with ‘Smathers & Branson’; interior designed to hold a flask; sized approx 4½″ × 5¼″ × 1 11⁄16″ outer and 4¼″ × 4 15⁄16″ × 1 5⁄8″ inner

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    Neat Flask (Dark Navy)
    Regular price $79.50
    Sale price $79.50 Regular price
    Color : Dark navy
  • Classic navy needlepoint key fob with a lineup of detailed bourbon bottle illustrations, brown leather trim, and a metal key ring. Classic navy needlepoint key fob featuring repeating bourbon bottles in various label colors, brown leather trim, and a metal key ring.

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    Bourbon Bottles Key Fob
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy
  • White letter cufflinks with bluebeery needlepoint background featuring a polished finish and classic design. White letter cufflinks with bluebeery needlepoint background featuring a polished finish and classic design.

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    Letter Cufflinks (Blueberry)
    Regular price $75.00
    Sale price $75.00 Regular price
    Letter #1 : A
    Letter #2 :
  • Classic navy needlepoint key fob with red roses and crossed jockey whips for the Kentucky Derby, brown leather trim, and a metal key ring. Top view of the key fob showing the needlepoint looped strap connecting to the brass D ring

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    Kentucky Derby Key Fob
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy
  • Classic navy can cooler with the Kentucky Derby logo, shown from primary angle.

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    Kentucky Derby Can Cooler (Classic Navy)
    Regular price $35.00
    Sale price $35.00 Regular price
    Color : Classic navy