Shoes Casual & Relaxed All Shoes
-
Anthem Plain Toe Chukka Boots
Blending classic design with a contemporary edge, this plain toe chukka features a three-eyelet profile and a modern stacked heel. Crafted from smooth leather, it's the kind of boot that works as easily with denim as it does with a blazer. Inside, cushioned comfort...- $43.50
$144.99- $43.50
- Unit price
- per
-
Anthem Wingtip Oxfords
A modern take on a timeless style, this wingtip Oxford pairs a richly detailed leather upper with a contemporary stacked sole for a look that moves effortlessly from weekday to weekend. Suedetec linings, a cushioned removable footbed, and a durable rubber outsole ensure lasting...- $40.50
$134.99- $40.50
- Unit price
- per
-
Aptos Leather Oxfords
These leather lace-ups mean business - literally. Aptos Oxford Dress Shoes are your minimalist workday MVPs, perfectly bridging the gap between boardroom polish and after-hours comfort. With a sleek silhouette and timeless design, they whisper "professional" without shouting it. Whether you're conquering meetings or...- $51.00
$169.99- $51.00
- Unit price
- per
-
Ardell Leather Plain Toe Oxfords
When workdays call for boardroom flair but weekends shout boho vibes, these leather Oxfords deliver. Perforated for style and cushioned for all-day comfort, they're as serious about work as they are about play. With non-slip soles that mean business and a wide toe design...- $27.00
$89.99- $27.00
- Unit price
- per
-
Asher Slip-On Shoes
Ready for shoes that keep up with your busy life? Meet the Moretti Asher Slip-Ons! Forget fiddling with laces--this pair offers unmatched convenience: just slide your foot in, and the easy slip-on style with built-in elastic laces locks in the perfect fit instantly. You'll...- $30.00
$99.99- $30.00
- Unit price
- per
-
Ashford Knit Oxfords
Step into style that feels like a hug for your feet! The Moretti Ashford combines classic Oxford charm with a modern, breathable knit upper for all-day comfort. Lightweight and flexible, it's designed to move with you, whether you're heading to the office or out...- $30.00
$99.99- $30.00
- Unit price
- per
-
Astor Suede Lace-up Sneakers
These suede sneakers are like your cool grandpa's weekend vibe - effortless, eclectic, and always on point. With cushioned insoles that treat your feet like VIPs and perforated details for that extra breath of fresh air, these lace-ups are a casual go-to. Whether you're...- $45.00
$149.99- $45.00
- Unit price
- per
-
Austin Inside Zip Plain Toe Boots
The Frye Austin channels everything you love about the iconic silhouette, elevated with Frye's signature craftsmanship. Featuring an almond toe, it's built to bring understated confidence to every step. Crafted using meticulous Goodyear welt construction, these boots are made to last. It's shaped with...- $117.00
$389.99- $117.00
- Unit price
- per
-
Authentic Original 2-Eye Moc Toe Boat Shoe
Step into a timeless coastal staple with these iconic leather boat shoes, built for durability and lasting style. The 360° Lacing System provides a secure, customized fit around the entire foot, while the hand-sewn moc toe construction highlights quality craftsmanship. Designed for reliable traction,...- $31.50
$104.99- $31.50
- Unit price
- per
-
Authentics 3-Eye Lug Boat Shoes
Due to vendor restrictions, we can only ship Timberland products to the 50 states with the U.S. and APO or FPO addresses.These Davis Drivers are like your eclectic grandpa's styletimeless, bold, and unapologetically cool. Minimalist design meets business casual vibes, making them the ultimate...- $51.00
$169.99- $51.00
- Unit price
- per
-
Bailey Cap Toe Oxfords
Classic sophistication meets modern comfort in the Bailey Cap Toe Oxford. Crafted from burnished smooth leather, this shoe delivers a refined look that's perfect for the office, special occasions, or any time you want to impress. Inside, microfiber linings keep things soft and breathable,...- $39.00
$129.99- $39.00
- Unit price
- per
-
Bailey Knit Penny Loafers
Slip into style that feels as good as it looks. These loafers bring a modern twist to a timeless classic with a shape-retaining knit fabric blend that keeps its cool no matter how many steps you take. The moc toe adds that iconic penny-loafer...- $30.00
$99.99- $30.00
- Unit price
- per
-
Baldwin Penny Moc Toe Loafers
This laid‑back penny loafer is all about easy comfort with classic charm. Crafted with a leather upper and lined in soft microsuede fabric, it's designed for barefoot wearability that feels just as good as it looks. A fully lined interior and cushioned insole keep...- $37.50
$124.99- $37.50
- Unit price
- per
-
Banksy III Plain Toe Chelsea Boots
These Chelsea boots offer a modern take on a classic silhouette. Crafted from smooth, premium leather, this ankle-high boot features a plain toe for an uncluttered and refined look. The elastic side panels and convenient side zipper closure provide a comfortable, easy-on fit, while...- $30.00
$99.99- $30.00
- Unit price
- per
-
Barcelona Plain Toe Oxfords
Meet your new go-to for sharp style without the stiff feel! These Moretti Oxfords blend classic design with modern comfort. Crafted with a faux leather upper, cushioned insole, and a lightweight, flexible outsole, these shoes are built for all-day ease. Perfect for dressing up...- $21.00
$69.99- $21.00
- Unit price
- per
-
Barney Moc Toe Bit Formal Loafers
Polished and versatile, these formal Loafers bring timeless sophistication to your attire. An apron toe and horsebit detail offer a refined finish, while the slip-on design ensures effortless wear. Crafted with a synthetic upper and grounded by a flexible sole, they're built for comfort...- $18.00
$59.99- $18.00
- Unit price
- per
-
Barrett Boots
Old-school soul. New-school swagger. The Barrett boot is your everyday classic with a rugged edge. Made from premium vintage leather that only gets better with time, it's built to handle boardrooms, breweries, and everything in between. The timeless silhouette, round toe, and 1.5-inch heel...- $75.00
$249.99- $75.00
- Unit price
- per
-
Barrett Leather Plain Toe Zip-Up Boots
Meet the boots that mean business (casual). With buttery leather, a sleek zipper, and just the right hint of boho flair, these stunners take you from boardroom to brewery without missing a beat. Cushioned for all-day comfort, they're your fall go-to for stomping through...- $60.00
$199.99- $60.00
- Unit price
- per
-
Bay Bridge II Bicycle-Toe Derby Shoes
Confident, classic, and just a bit distinctive, these Belvedere shoes step up your everyday style with ease. Crafted from premium full-grain leather, they deliver durability, natural flexibility, and a refined look that's right at home in professional settings. The center seam bicycle-toe design adds...- $39.00
$129.99- $39.00
- Unit price
- per
-
Bayne Leather Cap Toe Double Monk Strap Dress Shoes
These monk strap dress shoes didn't come to play - they came to elevate your work wardrobe. With their classic leather finish and double buckle flair, they're the perfect blend of sophistication and edge. Whether you're closing deals or making an impression at dinner,...- $36.00
$119.99- $36.00
- Unit price
- per
