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Best Casual Clothing & Women's Active Swimwear

Monogrammed Clothes, Athletic Bathing Suits & Women's Active Pants

When you find our women’s casual travel clothing, you’ll want to live in them during your road trip. In our best casual clothing, you can get the perfect fit for your unique shape, because we individually design our regular, plus, petite, tall, tall plus, and petite plus sizes. Your soft, comfy monogrammed clothes come in long-time favorite styles you can always fit into comfortably, too, like our active pants perfect for long hours behind the wheel. Pack our comfy active swimwear made with a variety of sizes and support levels, and comfortably enjoy a dip in the hotel pool during stops on your road trip.

Finding durable women’s casual travel clothing is easy when you shop with us before your road trip. We design our best casual clothing to fit your shape – so you won’t get premature stretching or sagging clothes. Many love our classic monogrammed clothes, because getting a monogram is always worth it when your clothes last as long as ours do. Our active swimwear withstands wear and tear and stays supportive. And our athletic bathing suits are made to hold up to chlorine, too, for pool-loving road trippers.

Comfortable and durable, our women’s casual travel clothing separates last so long and feel so good, you’ll want to invest in making them monogrammed clothes. In our best casual clothing, you can rely on quality and comfort from one road trip to the next.

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Products 49 - 60 of 164
  • Women's Suede Moccasin Slippers

    Women's Suede Moccasin Slippers

    Look forward to climbing out of bed with warm suede moc-style slippers. Lush faux-fur lining wakes your toes with a cozy hug and keeps them warm through breakfast and beyond. Foam cushioning helps ease fatigue. The rubber outsole works inside and out (for those quick dashes for the paper or the mail), and resists skids so you stay steady on your feet – even when you’re sleepy.
    Item #473069-AJ
    Color:
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • 6
      $44.95
    • 7
      $44.95
    • 8
      $44.95
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    Size: Please Select
    • 6
      $44.95
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    Size: Please Select
    • 6
      $44.95
    • 7
      $44.95
    • 8
      $44.95
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
  • Women's Felt Animal Scuff Slippers

    Women's Felt Animal Scuff Slippers

    At the end of a long day, put your tired toes to rest in these for instant relaxation and something cute to look at. You just might never want to take them off.
    Item #487630-6U
    Color:
    $34.97 - $59.95
    $34.97 - $59.95
    Size: Please Select
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    • 8
      $34.97 $59.95
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
    Size: Please Select
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    • 8
      $34.97 $59.95
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
  • Women's All Weather Winter Boots

    Women's All Weather Winter Boots

    If you love the versatile durability of our All Weather Moc, your heart will grow twofold with the All Weather Boot. It boasts a durable suede upper with an updated quilting pattern on the nylon shaft (bonus: the quilting pattern matches back to our winter jackets!). Fleece lining and Thermolite® insulation keep your toes toasty and a side zipper makes them easy to pull on and off. A full rubber outsoles make for sure steps for weekend errands or walks with Fido.
    Item #503405-6U
    Color:
    $44.97 - $79.95
    $44.97 - $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
    • 11
      $44.97 $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
  • Women's Expedition Winter Snow Boots

    Women's Expedition Winter Snow Boots

    There’s a reason these snowboots are best-in-class. A waterproof nubuck leather upper helps keep you shielded from wet snow. Your toes may never go numb from the cold again. The secret is an extra-soft fleece lining and 600 g of insulation, making this our warmest snow boot we have to offer. Better yet, the faux fur upper shaft and tongue lets you know immediately that you’re sliding into comfort.
    Item #501817-AJ
    Color:
    $159.00
    Size: Please Select
    • 7H
      $159.00
    • 8
      $159.00
    • 9
      $159.00
    • 9H
      $159.00
    • 10
      $159.00
    • 11
      $159.00
  • Women's Expedition Winter Snow Boots

    Women's Expedition Winter Snow Boots

    There’s a reason these snowboots are best-in-class. A waterproof nubuck leather upper helps keep you shielded from wet snow. Your toes may never go numb from the cold again. The secret is an extra-soft fleece lining and 600 g of insulation, making this our warmest snow boot we have to offer. Better yet, the faux fur upper shaft and tongue lets you know immediately that you’re sliding into comfort.
    Item #501817-6U
    Color:
    $109.97 - $159.00
    Size: Please Select
    • 6
      $109.97 $159.00
    • 6H
      $109.97 $159.00
    • 7
      $109.97 $159.00
    • 8
      $109.97 $159.00
    • 8H
      $109.97 $159.00
    • 9
      $109.97 $159.00
    • 9H
      $109.97 $159.00
    • 10
      $109.97 $159.00
    • 11
      $109.97 $159.00
  • Women's Shearling Bootie Slippers

    Women's Shearling Bootie Slippers

    You can tell genuine shearling by its cozy, yet breathable, texture, making it the perfect addition to our bootie slippers. Even better, they’re durable thanks to a suede upper. And that softness doesn’t come without practicality - we’ve given each pair a rubber outsole so you won’t slip during your morning routine. 
    Item #501794-6U
    Color:
    $49.97 - $84.95
    $49.97 - $84.95
    Size: Please Select
    • 6
      $49.97 $84.95
    • 8
      $49.97 $84.95
    • 9
      $49.97 $84.95
    • 10
      $49.97 $84.95
    • 11
      $49.97 $84.95
    Size: Please Select
    • 6
      $49.97 $84.95
    • 7
      $49.97 $84.95
    • 8
      $49.97 $84.95
    • 9
      $49.97 $84.95
    • 10
      $49.97 $84.95
    • 11
      $49.97 $84.95
  • Women's Suede Shearling Moccasin Slippers

    Women's Suede Shearling Moccasin Slippers

    Your Sunday morning routine will stay soft and cozy even out of bed with our shearling moc slippers. Lined with genuine, premium shearling, your feet will stay warm with easy breathability. The rubber outsole is perfect whether you’re picking up around the house or grabbing the morning paper.
    Item #501809-AJ
    Color:
    $74.95
    Size: Please Select
    • 6
      $74.95
    • 7
      $74.95
    • 8
      $74.95
    • 9
      $74.95
    • 10
      $74.95
    • 11
      $74.95
  • Women's Suede Clog Moccasin Slippers

    Women's Suede Clog Moccasin Slippers

    Sweet relaxation doesn’t have to end at the buzz of an alarm clock. Find familiar comfort in our popular suede slippers, now in the classic clog style you love. Slide into a soft foam footbed lined with 100% cotton flannel that keeps your toes warm through breakfast and beyond. Get all-day comfort in or out of the house thanks to a slip-resistant rubber outsole.
    Item #501782-6U
    Color:
    $19.97 - $39.95
    $19.97 - $39.95
    $19.97 - $39.95
    Size: Please Select
    • 6
      $19.97 $39.95
    • 7
      $19.97 $39.95
    • 8
      $19.97 $39.95
    • 9
      $19.97 $39.95
    • 10
      $19.97 $39.95
    • 11
      $19.97 $39.95
    Size: Please Select
    • 6
      $19.97 $39.95
    • 7
      $19.97 $39.95
    • 8
      $19.97 $39.95
    • 9
      $19.97 $39.95
    • 10
      $19.97 $39.95
    • 11
      $19.97 $39.95
    Size: Please Select
    • 6
      $19.97 $39.95
    • 7
      $19.97 $39.95
    • 8
      $19.97 $39.95
    • 9
      $19.97 $39.95
    • 10
      $19.97 $39.95
    • 11
      $19.97 $39.95
  • Women's Suede Clog Moccasin Slippers

    Women's Suede Clog Moccasin Slippers

    Sweet relaxation doesn’t have to end at the buzz of an alarm clock. Find familiar comfort in our popular suede slippers, now in the classic clog style you love. Slide into a soft foam footbed lined with 100% cotton flannel that keeps your toes warm through breakfast and beyond. Get all-day comfort in or out of the house thanks to a slip-resistant rubber outsole.
    Item #501782-AJ
    Color:
    $20.99 - $39.95
    $20.99 - $39.95
    Size: Please Select
    • 6
      $20.99 $39.95
    • 7
      $20.99 $39.95
    • 8
      $20.99 $39.95
    • 9
      $20.99 $39.95
    • 10
      $20.99 $39.95
    • 11
      $20.99 $39.95
    Size: Please Select
    • 6
      $20.99 $39.95
    • 7
      $20.99 $39.95
    • 8
      $20.99 $39.95
    • 9
      $20.99 $39.95
    • 10
      $20.99 $39.95
    • 11
      $20.99 $39.95
  • Women's Wide All Weather Winter Boots

    Women's Wide All Weather Winter Boots

    If you love the versatile durability of our All Weather Moc, your heart will grow twofold with the All Weather Boot. It boasts a durable suede upper with an updated quilting pattern on the nylon shaft (bonus: the quilting pattern matches back to our winter jackets!). Fleece lining and Thermolite® insulation keep your toes toasty and a side zipper makes them easy to pull on and off. A full rubber outsoles make for sure steps for weekend errands or walks with Fido.
    Item #503405-6U
    Color:
    $44.97 - $79.95
    $44.97 - $79.95
    Size: Please Select
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    Size: Please Select
    • 7H
      $44.97 $79.95
    • 8H
      $44.97 $79.95
  • School Uniform Women's All Weather Suede Moc Shoes

    School Uniform Women's All Weather Suede Moc Shoes

    We’ve updated your favorite All Weather Moc™ with some of the best details yet. Since we first offered them, more than a million people have made these their favorite go-anywhere, anytime shoes. And you can bet not all those feet fit into the suede uppers exactly the same way. So we’ve gone several comfortable steps further in making these feel like they were made just for you. We brought back the twin gores on the vamp to complement a smooth neoprene padded collar that curves around your ankles for a snug but gentle fit. The contours on the outside of the entire shoe are leaner, streamlined, and not so bulky. The outsole is reshaped, yet still treaded for traction without being “lug-heavy.” And new color accent stitching pops against the cow suede upper. Spot clean. Imported.
    Item #444683-5X
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8H
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
  • Women's All Weather Suede Moc Shoes

    Women's All Weather Suede Moc Shoes

    Your favorite All Weather Moc™ with some of the best details yet. Since we first offered them, more than a million people have made these their favorite go-anywhere, anytime shoes. And you can bet not all those feet fit into the suede uppers exactly the same way. So we’ve gone several comfortable steps further in making these feel like they were made just for you. The twin gores on the vamp complement a smooth neoprene padded collar that curves around your ankles for a snug but gentle fit. The contours on the outside of the entire shoe are leaner, streamlined, and not so bulky. The outsole is treaded for traction without being “lug-heavy."
    Item #444683-AJ
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8H
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95

Our women’s casual travel clothing gives you options on your road trip – whatever the weather, and whatever styles you need.

We design our women’s casual travel clothing to keep you prepared on your road trip adventures. So our best casual clothing holds up to any weather. Stylish and refined, our monogrammed clothes give you a mix of comfort and refinement wherever you go. You can get active swimwear to suit you perfectly so you’re comfortable at a busy hotel pool or on a beach. And our casual tops dress up or dress down for new looks on every day of your road trip, even when you pack light.

In our women’s casual travel clothing, you always have options for exciting road trip outfits. While our best casual clothing is perfect for long days of driving, it’s also refined for nights out during your trip. Of course, our monogrammed clothes always provide a classic look. And our active swimwear comes in every style from flirty swim dresses to sporty tankinis, for just-right pool and beach looks on your trip. Wear our best travel pants for your second day of driving – or wear them out for drinks, because our cute pants look good wherever you take them.

Whatever the weather, our women’s casual travel clothing has you covered. You can layer our best winter coats for chilly road trips. And our classic monogrammed clothes come in cold-weather favorites and breathable warm-weather styles alike. In our active swimwear, you can hit any hotel pool, and bring a cover-up for chillier days on the beach. When you take our women’s travel tops and sweaters with you when you move from one climate to another, you’ll always have the perfect option for the weather.

Classically styled, our women’s casual travel clothing works with you wherever you go on your road trip. We design our best casual clothing for regular, plus, petite, tall, tall plus, and petite plus sizes, so you can get the styles you want in a size to fit your shape. Our classic monogrammed clothes look great while on the road or going out for drinks when you’ve stopped for the night. When you wear our travel dresses and skirts, you’ll feel completely at home and stylish enough to go anywhere, even when you’ve been driving for hours. And our cute active swimwear comes in any mix of style, coverage, and colors you can imagine.
Products 49 - 60 of 164