Crafted With Care & Precision

Each product is a work of art. This is how we always accomplish excellence
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Made by masters
We make each product with exquisite attention to detail. Our master craftsmen devote 16 hours to every one-of-a-kind loafer & accessory, working by hand to ensure unsurpassed quality with each needle stitch.
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Tested for exceptional quality
Every needlepoint masterpiece – from elegant penny loafers to stylish smartwatch bands – undergoes a rigorous quality control process. We only ship items that are perfectly formed and flawless.
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The Old Sport Deal
When you buy anything from the Old Sport Company, if you’re not happy, we’re not either. Business is always personal for us, and your satisfaction is our top priority. Deal?

Rated 5 out of 5 by 1000s of customers

Our Story

Let me tell you something, Old Sport

The Old Sport Company breathes authenticity back into American attire. Our products and exceptional customer service truly set us apart in a world where genuine quality is increasingly hard to come by.

Our founders spent three rigorous years perfecting the union of supple leather and durable thread. The fruits of their labor are the meticulously hand-stitched penny loafers and sophisticated needlepoint accessories that proudly carry the 'Old Sport' moniker today. 

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Wear Your Stars & Stripes With Pride
Hand-stitched Penny Loafers with a patriotic twist

Lovingly Handcrafted

Bask in the unwavering pride and heritage of Old Glory with each step you take in the Stars & Stripes Penny Loafers. Our master craftspeople dedicate 16+ hours to hand-stitching the iconic American flag onto supple leather, infusing the spirit of liberty into every pair. 

Sharp & Stylish

Lend your ensemble an air of effortless sophistication with a patriotic twist. Our loafers’ timeless design, combined with the vibrant hues of the Star-Spangled Banner, gives a nod to the sartorial elegance of yesteryear while making a bold style statement.

Supremely Comfortable

Crafted with premium leather, these loafers offer a cushioned journey from heel to toe. So, as you showcase your patriotic spirit, rest assured that every stride is a step towards unparalleled comfort.

Our Products Are Loved Worldwide

Frequently Asked Questions

Got questions? We’ve got you covered!

What’s your returns/exchange policy?

We accept website-purchased merchandise returns in unworn, unstained, undamaged condition within 30 days of purchase. Returns must include the original receipt, but shipping and handling costs are non-refundable.

Click here to see our full returns policy.

Do I have to pay for shipping?

Shipping is always free on all US orders. We have expedited overnight or 2nd-day shipping available for an extra fee.

What sets Old Sport Company's products apart?

Skilled artisans handcraft our loafers and accessories, with 16 hours of work and over 15,000 needlepoint stitches per product. This attention to detail has earned us five-star reviews from thousands of satisfied customers worldwide.

What can I expect from the Old Sport Company's customer service?

At Old Sport Company, we uphold the philosophy that 'business is always personal.' With thousands of satisfied customers, we're confident in our ability to meet and exceed your expectations.

Can I buy custom orders in bulk?

Yes! If you want our products branded with your corporate, country club, or other logo, we’re happy to help. Please visit this page to find out more.