Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
Caleb | Men&
4.8/5 based on 1700+ reviews

Caleb | Men's Comfortable Chelsea Boots

$399.95 $89.95 Saving: $310.00
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TS | Free shipping to Country
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UPDATE: After 40 years of handcrafting shoes, my grandpa had to close his workshop due to rising costs.
These final pairs are now available online

Only 7 pairs left before they’re gone

Caleb - Men's Comfortable Chelsea Boots are the ultimate choice for style and comfort, designed for men who value both sophistication and practicality. Whether you're heading to work, going out for a casual stroll, or enjoying a night out, these boots deliver exceptional versatility and timeless charm.

Features and Benefits:

- Sleek Chelsea Design: Caleb - Men's Comfortable Chelsea Boots feature a classic slip-on style with elastic side panels, ensuring easy wear and a polished look that pairs perfectly with both casual and semi-formal outfits.

- Comfortable Fit: Designed with a cushioned insole and soft lining, these boots offer superior comfort, making them ideal for all-day wear. Say goodbye to discomfort and hello to effortless style!

- Durable Materials: Made from high-quality materials, Caleb boots are built to last. Their sturdy construction and anti-slip outsole ensure long-lasting wear and reliability, no matter the occasion.

- Versatile Style: These Chelsea boots come in a sleek design that complements any wardrobe. Dress them up with chinos and a blazer or keep it casual with jeans and a sweater.

- Low-Maintenance Elegance: With their smooth and easy-to-clean surface, these boots stay looking fresh with minimal effort. Perfect for men on the go.

Caleb - Men's Comfortable Chelsea Boots offer the perfect combination of style, comfort, and durability. Elevate your wardrobe with these versatile boots, designed to keep you looking sharp and feeling great all day long.

We offer FREE Shipping!

Depending on your location, delivery may take approximately 3-7 business days.

We carefully pack all pairs of shoes ourselves and ship it straight to your door.

Every pair of shoes comes with a lifetime craftsmanship guarantee. If you don’t love it, return it for a full refund – no questions asked.

For years, customers love Tanner Shoes
Premium Crafted Materials

Premium Crafted Materials

Experience the timeless elegance and feel of leather—crafted with high-quality materials

Crafted for Timeless Style

Crafted for Timeless Style

Designed with care and built to last, for everyday wear and beyond

All-Day Comfort Fit

All-Day Comfort Fit

Ergonomic design that keeps your feet happy from your morning commute to evening plans

Sustainable by Design

Sustainable by Design

Eco-conscious materials and responsible production for a better tomorrow

Hi! I’m Emily, and this is a small tribute to my grandpa Henry.

For over 40 years, he handcrafted leather shoes with incredible care — every stitch, every detail made by hand in his workshop. When running the physical store became too expensive, he had no choice but to close its doors.

But he wasn’t done just yet.

With the final pairs he had left, we created this little online store — a way to keep his passion alive and share his craftsmanship with a wider audience.

It means the world to us that you're here to be part of his legacy.

Thank you — from both of us.

Lifetime Craftsmanship Guarantee

Every pair of shoes comes with a lifetime craftsmanship guarantee. If you don’t love it, return it for a full refund – no questions asked.

10.000+ Americans Love Our Craftmanship!

I've always believed that a good pair of shoes should stand the test of time, and Tanner Shoes do just that. The exceptional quality is clear from the very first step, and the timeless design ensures they never go out of style. These shoes effortlessly elevate any outfit—truly a worthwhile investment!

John T.

These shoes exceeded my expectations in every way. The leather is incredibly soft, and the quality is unmatched. I've been wearing them every day, and they only become more comfortable and stylish with time!

Harry R.

I've been searching for the perfect leather shoes for years, and I finally found them here. The attention to detail and the quality of the leather are outstanding. These shoes will last me a lifetime. I'm so thrilled with my purchase!! :)

Kevin K.

This is my second purchase, and I’m just as impressed as I was the first time. The shoes are durable, stylish, and worth every penny. I highly recommend Henry's work! :)

James H.

From the moment I opened the package, I knew I had something special. The leather is exquisite, and the shoes are beautifully made. Henry and Margaret's work is in a league of its own.

Mathew W.