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Ready for anything

With multiple different silhouettes, from penny to
lace-up, stay in or head out — in style.

Casual Chic

Where elegant meets effortless for a relaxed look.

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Casuals 89 Products

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Featured Casuals

 
  • Saybrook Leather Slingback, Ivory Nubuck, dynamic

    Women's Saybrook Leather Slingback

    $79.96 $99.95
    Wishlist Added to Wishlist
    Quick Add
  • Seaport Levy Leather Loafer, Tan, dynamic

    Women's Seaport Levy Leather Loafer

    $71.96 $89.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Seaport Penny Leather Loafer, Black, dynamic

    Women's Seaport Penny Leather Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Gold Cup Cabo PLUSHWAVE Penny Loafer, Tan, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    $127.96 $159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Navy
    Tan
  • Seaport Penny Leather Loafer, Tan, dynamic

    Women's Seaport Penny Leather Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Port Smooth Leather Driver, Cement, dynamic

    Women's Port Smooth Leather Driver

    $79.96 $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Cement
  • Saybrook Tonal Leather Slip On Loafer, Black, dynamic

    Women's Saybrook Tonal Leather Slip On Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Rose
    Taupe
  • Saybrook Leather Slingback, Tan, dynamic

    Women's Saybrook Leather Slingback

    $99.95
    Wishlist Added to Wishlist
    Quick Add
  • Seaport Penny Heel Leather Loafer, Tan, dynamic

    Women's Seaport Penny Heel Leather Loafer

    $109.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Sperry Gift Card, e-Gift Card, dynamic

    Sperry Gift Card

    $10.00 - $200.00
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    e-Gift Card
    Gift Card
  • Davenport Venetian Driver, Black, dynamic

    Men's Davenport Venetian Driver

    $99.95
    Wishlist Added to Wishlist
    Quick Add
  • Davenport Penny Loafer, Tan, dynamic

    Men's Davenport Penny Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
  • Saybrook Tonal Leather Slip On Loafer, Rose, dynamic

    Women's Saybrook Tonal Leather Slip On Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Rose
    Taupe
  • Davenport 1-Eye Driver, Dark Tan, dynamic

    Men's Davenport 1-Eye Driver

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Dark Tan
    Navy
  • Seaport Penny Heel Leather Loafer, Black, dynamic

    Women's Seaport Penny Heel Leather Loafer

    $109.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Tan
  • Saybrook Tonal Leather Slip On Loafer, Taupe, dynamic

    Women's Saybrook Tonal Leather Slip On Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Rose
    Taupe
  • Port Smooth Leather Driver, Black, dynamic

    Women's Port Smooth Leather Driver

    $79.96 $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Black
    Cement
  • Gold Cup Davenport Driver, Tan, dynamic

    Men's Gold Cup Davenport Driver

    $164.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
  • SeaCycled™ Captain's Moc Slip On, GREY, dynamic

    Men's SeaCycled™ Captain's Moc Slip On

    $59.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    BLACK
    BLACKOUT
    CREAM
    GREY
    NAVY
    OLIVE
    ORANGE
  • Gold Cup Meridian Driver, Tan, dynamic

    Men's Gold Cup Meridian Driver

    $179.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Black
    Tan
  • Gold Cup Harpswell 1-Eye Driver, Tan, dynamic

    Men's Gold Cup Harpswell 1-Eye Driver

    $164.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
  • Gold Cup Cabo PLUSHWAVE Penny Loafer, Navy, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Penny Loafer

    $127.96 $159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Navy
    Tan
  • Seaport Penny Pearlized Loafer, Rose, dynamic

    Women's Seaport Penny Pearlized Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Grey
    Rose
  • Seaport Penny Heel Leather Loafer, Rose, dynamic

    Women's Seaport Penny Heel Leather Loafer

    $109.95
    Wishlist Added to Wishlist
    Quick Add
  • Seaport Penny Pearlized Loafer, Grey, dynamic

    Women's Seaport Penny Pearlized Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Grey
    Rose
  • Gold Cup Cabo PLUSHWAVE Slip On Loafer, Blue Nubuck, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

    $127.96 $159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Blue Nubuck
    Bone Nubuck
  • Moc-Sider Premium Slip On, Tan, dynamic

    Women's Moc-Sider Premium Slip On

    $95.96 $119.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    2 Colors
    Black
    Tan
  • Saybrook Pearlized Slingback, Ivory, dynamic

    Women's Saybrook Pearlized Slingback

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Ivory
    Rose
  • Moc-Sider Nylon Slip On, Navy, dynamic

    Women's Moc-Sider Nylon Slip On

    $55.96 $69.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    6 Colors
    Black
    Blush
    Grey
    Navy
    Red
    White
  • Gold Cup Meridian Driver, Black, dynamic

    Men's Gold Cup Meridian Driver

    $179.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Black
    Tan
  • Davenport 1-Eye Driver, Black, dynamic

    Men's Davenport 1-Eye Driver

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    3 Colors
    Black
    Dark Tan
    Navy
  • Saybrook Leather Slingback, Black, dynamic

    Women's Saybrook Leather Slingback

    $79.96 $99.95
    Wishlist Added to Wishlist
    Quick Add
  • Davenport Venetian Loafer, Brown, dynamic

    Men's Davenport Venetian Loafer

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Brown
    Tan
  • Moc-Sider Nylon Slip On, Black, dynamic

    Women's Moc-Sider Nylon Slip On

    $55.96 $69.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    6 Colors
    Black
    Blush
    Grey
    Navy
    Red
    White
  • Gold Cup Meridian Croc Embossed Driver, Tan, dynamic

    Men's Gold Cup Meridian Croc Embossed Driver

    $143.96 $179.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
  • Gold Cup Cabo PLUSHWAVE Slip On Loafer, Bone Nubuck, dynamic

    Men's Gold Cup Cabo PLUSHWAVE Slip On Loafer

    $127.96 $159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    2 Colors
    Blue Nubuck
    Bone Nubuck
  • Saybrook Pearlized Slingback, Rose, dynamic

    Women's Saybrook Pearlized Slingback

    $99.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Ivory
    Rose
  • Moc-Sider Nylon Slip On, Grey, dynamic

    Women's Moc-Sider Nylon Slip On

    $55.96 $69.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    6 Colors
    Black
    Blush
    Grey
    Navy
    Red
    White
  • Moc-Sider Nylon Slip On, Blush, dynamic

    Women's Moc-Sider Nylon Slip On

    $55.96 $69.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    6 Colors
    Black
    Blush
    Grey
    Navy
    Red
    White
  • Moc-Sider Hemp Mule, TAUPE, dynamic

    Women's Moc-Sider Hemp Mule

    $64.95
    Wishlist Added to Wishlist
    Quick Add
    5 Colors
    BLACK
    CREAM
    GREY
    ROSE
    TAUPE
  • Moc-Sider Premium Slip On, Black, dynamic

    Women's Moc-Sider Premium Slip On

    $95.96 $119.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    2 Colors
    Black
    Tan
  • SeaCycled™ Captain's Moc Slip On, ORANGE, dynamic

    Men's SeaCycled™ Captain's Moc Slip On

    $59.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    BLACK
    BLACKOUT
    CREAM
    GREY
    NAVY
    OLIVE
    ORANGE
  • Moc-Sider Nylon Slip On, White, dynamic

    Women's Moc-Sider Nylon Slip On

    $55.96 $69.95
    Wishlist Added to Wishlist
    Quick Add
    Free Sneaker Cleaner with Code CLEANSNEAKS
    6 Colors
    Black
    Blush
    Grey
    Navy
    Red
    White
  • SeaCycled™ Captain's Moc Slip On, OLIVE, dynamic

    Men's SeaCycled™ Captain's Moc Slip On

    $59.95
    Wishlist Added to Wishlist
    Quick Add
    7 Colors
    BLACK
    BLACKOUT
    CREAM
    GREY
    NAVY
    OLIVE
    ORANGE
  • Captain's Moc Chambray Loafer, Ivory, dynamic

    Women's Captain's Moc Chambray Loafer

    $59.95
    Wishlist Added to Wishlist
    Quick Add
    2 Colors
    Ivory
    Peach
  • Gold Cup Cabo PLUSHWAVE 4-Eye Oxford, Tan Suede, dynamic

    Men's Gold Cup Cabo PLUSHWAVE 4-Eye Oxford

    $159.95
    Wishlist Added to Wishlist
    Quick Add
    Free Gold Cup Shoe Care Kit with Purchase
    3 Colors
    Grey Suede
    Sand Suede
    Tan Suede
  • Gold Cup Handcrafted in Maine 1-Eye Driver, Tan, dynamic

    Men's Gold Cup Handcrafted in Maine 1-Eye Driver

    $374.95
    Wishlist Added to Wishlist
    Quick Add
  • Moc-Sider Suede Slip On, Black, dynamic

    Women's Moc-Sider Suede Slip On

    $79.95
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    2 Colors
    Black
    Tan

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