Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
Jamaica | Orthopedic Casual Shoes
4.6 out of five star rating on Trustpilot
4.7/5 (+1427 reviews)

Jamaica | Orthopedic Casual Shoes

$110.00 $54.95 SAVE 50%
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Loved by women in all 50 states
Only 5 left in stock
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sell BUY 2 GET 10% EXTRA
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WAREHOUSE SALE ENDS TODAY
Once it’s sold out, we won’t be restocking.
Kristy , Linda and 20,000+ others love our products!

Step Into Everyday Comfort and Style

Experience the perfect balance of support and casual elegance with the Jamaica Orthopedic Casual Shoes—designed to keep you comfortable while complementing your daily outfits.

Comfort That Moves With You

Imagine walking through your day without the strain of tired feet. These shoes provide the supportive fit you need, helping you feel light and confident whether you’re at work, running errands, or enjoying a weekend stroll.

Thoughtfully Made

Crafted from breathable, lightweight materials with a cushioned insole, the Jamaica Shoes are built for long-lasting comfort. Their casual yet polished look makes them versatile enough to pair with jeans, skirts, or everyday wear.

Key Benefits

✔ Cushioned insole designed for all-day comfort
✔ Breathable materials to help keep feet fresh
✔ Lightweight build that supports effortless movement
✔ Timeless casual design to match a variety of outfits
✔ Durable craftsmanship for daily wear

A Trusted Choice

Designed with care for everyday comfort, the Jamaica Orthopedic Casual Shoes are a popular choice among customers who value both support and style.

Find Your Everyday Pair Today

Upgrade your footwear with shoes that bring comfort, support, and effortless style into every step.

We want you to be completely satisfied with your purchase. If you are not satisfied, you can return your order within 30 days.

Before returning the goods please contact our customer service at info@sagewillowco.com and let us know the reason for the return so we can process your request correctly.

Free U.S. Shipping + Tracking!

All orders in the U.S. include free shipping with a Track & Trace code, so you can monitor your order every step of the way. You'll receive your tracking code via email within 24-72 hours after placing your order.

You can pay securely with Paypal and Credit Card. An SSL connection (Secure Socket Layer) secures the digital transmission of your personal data, including credit card and account information. The protection of your data is a high priority for us. We therefore treat your data with the utmost confidentiality, do not pass it on to third parties and only use it for certain processes before we delete it.

Customers love Sage & Willow

Denise Lawson

Finally something that feels like it was made for women my age. Thank you for that.

Valerie Harmon

Feels nice on the skin and does not itch. That is a dealbreaker for me and this one passed the test.

Margaret Collins

The quality and fit are truly outstanding. Finally, something that makes me feel both comfortable and elegant.

Amy Goodwyn

Love my bags from Sage & Willow New York

Charlotte Taylor

I love weekend walks, but bunion and plantar fascia pain made it hard. These Skylar shoes feel like slippers — so comfy, supportive, and pain-free!

Marianne Briggs

This is the kind of piece you end up reaching for again and again. Just easy to wear.

Tracy Goodwin

I was a little worried about ordering clothes online at my age but the size guide was spot on. Very happy with the fit. 🤎

Tina Pruitt

First time ordering and very impressed. It felt personal and easy.

Lori Jensen

Thought it might be too youthful but I was pleasantly surprised. It suits me just fine and my husband liked it too.

Linda Moore

Beautifully made and designed with women my age in mind. I truly love it.

COMBINE & GET MORE % OFF!

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WAREHOUSE SALE

A note from us, to you.

As we finish boxing up our New York warehouse we’re letting our community of wise, warm, unstoppable women clear the racks first. Think of it as our way of saving space in the truck and saving you a little extra, too.

50 % off every last blouse, sweater and dress, no restocks once a size is gone.

Because you deserve to step into this next season wrapped in comfort and confidence.

Shop Before It’s Gone!

With love,
The Two friends behind Sage & Willow Co New York.

Frequently asked questions

Absolutely! Even if an item was purchased on sale, you can still return it within our return period. We want you to love what you wear.

We get it, sometimes something just isn’t quite right. That’s why you have a full 30 days after receiving your order to send it back. As long as the item is unworn and in original condition, we’ll make the return process smooth and easy for you.

Once we’ve received your return, your refund will be processed within 10 business days.

You can find all the details in our full return policy here.

Each product page includes a detailed size chart to help you find your perfect fit. We always recommend comparing the chart to a similar item you already own. If you're in between sizes, we generally recommend sizing up for the most comfortable fit. Still unsure? Our support team is happy to help you choose the right size!

Once your order ships, you’ll receive a tracking link via email or SMS. You can also track your order anytime via the “Track My Order” section on our website.

Yes! We offer free US shipping on all orders. No hidden fees, no surprises at checkout. You’ll see the full breakdown before you pay.

We’re here for you. You can reach our support team directly via the contact form on our website or by emailing info@sagewillowco.com. We typically respond within 24 hours (often sooner!)

Our full FAQ section has all the answers you need, from shipping and returns to sizing and payment. Still stuck? Just reach out, we’re happy to help.

Free U.S. Shipping

Enjoy free & tracked shipping on all orders, our way of thanking you for being part of Sage & Willow.

Secure Payments

Shop with confidence, your security is always our top priority. We partner with trusted payment providers to ensure every transaction is processed safely and smoothly.

30 DAY RETURN

Didn't fit quite right? No worries! We’ve got you covered with our 30-day return or exchange policy. If you’re not 100% happy with your order, just let us know - we’ll make it right!