Saddle Shoe! Order by Feb. 13, fulfillment by Derby Day, 2026!
Saddle Shoe! Order by Feb. 13, fulfillment by Derby Day, 2026!
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These shoes are a Limited-Run, One-Time only Custom offering! We're taking orders through Friday, February 13th, allowing us time to get a single production run manufactured overseas, then to inspect and upgrade and package each pair personally (more on that below). Our goal is to get them shipped to all of you stylish visionaries in time for the Kentucky Derby on May 2nd, 2026! Features include:
- Unisex low-rise, shallow tread court/board shoe with padded heel and tongue
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European sizing--see chart below for available sizes.
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Unique, Retro-Modern design with racing elements
- Jockey-silk diamonds
- Saddles (thus the name!)
- Stirrups, and crowns
- Encouragement to "Get Lucky" on every pair's heel
- Yellow, black, gray, and white, showing the colors and number of a #4 horse's saddle cloth

Every pair also receives:
- Custom-made insole featuring arch support and a gel heel for lasting comfort
- Upgraded laces and lacing of your choice: wide woven flat black, double-color split effect (black/white/gray/yellow), or no-tie black elastic
- Numbered hang tag for every pair.
- Gorgeous custom shoe box, also numbered
- PRICE INCLUDES SHIPPING to U.S. locations
- Every pair includes a $5 donation to equine aftercare causes




NOTE: Because the shoes are all being custom-made, shoe orders can’t contain any other type of item. If you’d also like to order coffee, please place a separate order for that, and it will be separately fulfilled in 5-7 days as usual.
These shoes will be a stellar collectible or gift, and THEY WILL NOT BE REPEATED!

The Saddle Shoe is built on a unisex/men's model, so it may run a bit wider for women using the conversion above. If you are between sizes, we recommend sizing up for best fit and comfort.
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We've been in business for a few years now, and have produced several categories of merchandise in addition to selling our magnificent specialty coffee. This is our first limited-run project, but Sure Bet has already successfully completed other big ventures, including a charity auction and a coffee-tasting event for a national corporation. To be honest, we wanted to have these shoes, and they turned out too cool to keep to ourselves! The Sure Betties have been wearing our prototypes for months and thousands of steps, and we can attest that they're holding up great. These are a mid-range shoe to which we're applying upgrades and loads of personal attention for better wearability and to make a wonderful presentation. Our Saddle Shoe will be a special treat for anyone who orders, who appreciates something sharp and one-of-a-kind! We've tried to provide a lot of pictures and info here, but if you still have questions before Feb. 13th, please e-mail us at: Sales@surebetcoffee.com