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Ivy Caps - Gambler

Ivy Caps - Gambler
Ivy and flat caps are classic and enduring styles with an ageless appeal. Right at home in the pub or on the golf course, low profile caps are a versatile shape that work with everything from your casual outfits to your most fashion-forward clothing. Ivy and flat caps remain an important staple in every stylish gentleman's wardrobe and are sported by celebrities like Samuel L. Jackson, Justin Timberlake, and LL Cool J. Choose from a wide variety of materials selections – including cotton, leather, tweed, wool, acrylic, and polyester – in a vast assortment of colors, patterns and designs. Shop our great brands like Kangol, Country Gentleman, and Bailey of Hollywood to find the perfect cap today!
It’s a safe bet that our Gambler hats will take your look to the next level! Gamblers are western-style hats with distinctive crowns and ample brims that provide the image of a cool, confident high-roller. Our selection includes hats from great brands like Bailey Western, Country Gentleman, and Pantropic. We have straw options for summer and wool for winter, so we’ve got you covered year-round.

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  • Edring Flat Cap

    Edring Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Blue
    S, M, L, XL
    $60.00
  • Muroff Ivy Cap

    Muroff Ivy Cap

    by Bailey of Hollywood

    See more Colors, including:
    BlueWhite
    S, M, L, XL
    $55.00
  • Bamboo 504

    Bamboo 504

    by Kangol

    See more Colors, including:
    BeigePinkBlackGreen
    S, M, L, XL
    $50.00
  • Conduit Stripe 507

    Conduit Stripe 507

    by Kangol

    See more Colors, including:
    RedGreen
    S, M, L, XL
    $60.00
  • Malden Cap

    Malden Cap

    by Kangol

    See more Colors, including:
    BlueBrown
    S, M, L, XL
    $55.00
  • Rib Plaid 504

    Rib Plaid 504

    by Kangol

    See more Colors, including:
    GreyBrownBlue
    S, M, L, XL
    $55.00
  • Medd Flat Cap

    Medd Flat Cap

    by Bailey of Hollywood

    See more Colors, including:
    Plaid
    S, M, L, XL
    $55.00
  • Cut Up 507

    Cut Up 507

    by Kangol

    See more Colors, including:
    BlueWhite
    M, L, XL, S
    $65.00
  • Path Stripe 504

    Path Stripe 504

    by Kangol

    See more Colors, including:
    BlueBeigeBlackWhite
    S, M, L, XL
    $55.00
  • Redford Cap

    Redford Cap

    by Bailey of Hollywood

    See more Colors, including:
    Tan
    S, M, L, XL, XXL
    $58.00
  • B15070E341A Ivy Cap

    B15070E341A Ivy Cap

    by Borsalino

    See more Colors, including:
    Blue
    7, 7 1/4, 7 1/2, 7 3/4
    $148.00
  • Bermuda 504

    Bermuda 504

    by Kangol

    See more Colors, including:
    BlackBlueRedWhite
    S, M, L, XL
    $55.00

Set Descending Direction

Items 1-48 of 258

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