43 Reviews

The Havana Boot in Chestnut (Last Chance - No Returns or Exchanges)

Regular price $ 349 Sale price $ 209
Select size (US Size)
How to measure your foot
  • Put a piece of paper on the ground next to a wall
  • Standing firmly on the piece of paper with your heel slightly touching the wall, mark the paper where your foot is the longest (most likely at the tip of your big toe)
  • With a ruler, measure the distance from the wall to the mark on the paper (indicating the longest part of your foot)
  • Take that measurement and match it with a measurement in the “Inches” column in the size chart.
  • Wear socks when measuring your feet
  • Measure your feet at the end of the day, as your feet tend to expand throughout the day
  • Measure both of your feet, as one may be bigger than the other
The product is currently out of stock

Last Chance products are FINAL SALE
No returns. No exchanges.

If you do not confidently know your TAFT size, we recommend not purchasing from this collection.

Meet the Havana Boot in Chestnut. We have been looking for an opportunity for a welted, Cuban-heeled boot and we found it. The makeup of this boot is very unique...featuring a Stead Kudu leather with subtle speckled texture and double zippers. One subtle detail that is not to be missed is the stitching in the toe, an ode to classic cowboy style with a modern twist. The interior is fully-lined with calfskin and the sole unit is stacked leather with rubber inserts. The Havana Boot in Chestnut is made using Goodyear Welted Construction. You need these in your closet. 

  • UPPER: CF Stead Kudu PBD Lizzard Leather 
  • OUTSOLE: Leather sole with rubber footpad
  • Standard D Width
  • Goodyear Welt Construction
  • Cuban Heel & Double Zipper


Product Details
All of our shoes are fully-lined with soft calfskin leather, which means ultimate comfort. Most companies will only partially line their shoes, but we go the extra mile because it means a more comfortable shoe and less break-in time.
We only use vegetable-tanned, chromium-free, full-grain leathers. These high quality leathers makes our shoes durable and comfortable. We partner with the best mills and tanneries in the world to produce bold styles using the most unique leathers in the world.
Our leathers are painted, stained, and burnished by hand. Creating a unique shoe means not being limited on what we can design…finishing the shoes by hand gives us total freedom in our products and makes every single pair a unique piece of art.
All of our patterns are cut by hand. We do not use molds or lasers to cut the leather. This takes much more time but it allows for only the best sections of a hide to be used.
Stacked leather sole with rubber injections offer durability, comfort, and traction. Leather soles are universally recognized as the most luxurious and premium type of sole.
This shoe is made using the classic Goodyear Welt Construction. This method allows for easy resoling, longevity, and added water-resistance. Goodyear welt construction is the most labor intensive type of shoe construction and the result is a beautiful shoe that will last you a long time.
Sizing Guide
All Taft shoes are design to match standard US dress shoe sizes. However, to ensure the perfect fit, please make sure:
All our shoes are standard D width. If you have wide feet, please select next size up.
If you wear in-between sizes, please size down for Taft boots and shoes.
When ordering TAFT sneakers, if you wear a half size, please size up. Our sneakers run a little small.
In general, our shoes run slightly big. We suggest you size down if you are between sizes.


US Dress Shoe
Brannock Device
6 6 - 6.5 6.5 - 7 6 - 6.5 23.5 - 23.75 91/2 - 91/3
7 7 - 7.5 7.5 - 8 7 - 7.5 24.5 - 25 95/8 - 97/8
8 8 - 8.5 8.5 - 9 8 - 8.5 25.5 - 26 10 - 101/4
9 9 - 9.5 9.5 - 10 9 - 9.5 26.5 - 27 103/8 - 105/8
10 10 - 10.5 10.5 - 11 10 - 10.5 27 - 28.5 105/8 - 107/8
11 11 - 11.5 11.5 - 12 11 - 11.5 28 - 28.5 11 - 111/4
12 12 - 12.5 12.5 - 13 12 - 12.5 29 - 29.5 113/8 - 115/8
13 13 - 13.5 13.5 - 14 13 - 13.5 29.5 - 30 115/8 - 117/8
14 14 - 14.5 14.5 - 15 14 - 14.5 30.5 - 31 12 - 121/4
The TAFT Quality Promise

Beautiful Shoes. Bold Styles.

Handmade in Europe by experienced artisans, every pair is made with precision, patience and decades of experience. 

In a world of poorly made shoes, TAFT products are built to last. Every pair is hand-cut and Blake-stitched using vegetable-tanned leathers from top European tanneries and mills. Your shoes will look beautiful right out of the box, and for years to come.


What is my Taft shoe size?
Our shoes are made true to size. If you typically wear a size 9, you can order a size 9 in Taft shoes.

We only offer whole sizes...if you typically wear a half-size, we strongly recommend that you size down. For example, if you wear a size 10.5, we recommend that you size down to a 10.

If you have any specific questions, you can email us at support@taftclothing.com. We are happy to help!


The shoe I want is sold out... what should I do?
We are working hard to manage our inventory and make sure we can have your size available. We will try and bring back older styles as often as possible. Be sure to sign up for the Back-in-Stock notifications on the product page to be the first to know when a shoe is back in stock.


How long will it take to receive my order?
Once your order is placed, we will ship within 24 (unless it is a pre-order). Once shipped, the order will arrive in 4-7 days, depending on your location.

If you are pre-ordering, the expected shipping date will be in the product description.

Return Policy

Free Exchanges are offered within the contiguous United States on all shoe purchases, unless otherwise noted on certain products (namely sale items and seconds).

If you'd like to make a return, your request must be made within 14 days of the date you receive your shoes. Requests after this point will be denied.

Returns on all items are subject to a $10 restocking fee.

For more details, see the full returns page here.

Ratings & Reviews

out of 5

Customer Reviews

4.7 Based on 43 Reviews
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Alex M.
United States United States

Came with a scratch

Came with a deep 2in scratch. But they broke in nicely.

Troy M.
United States United States

Best boots yet

Love the boots so much! Wore them to a Christmas party and they were the talk of the party. Lots of compliments all night. Obviously they are going to be even better with time when they get broken in. But out the box they weren’t too bad on feet. Wore them for about 5 hours that night and felt good. The fit was spot on with Taft, went with the same size as my other Taft boots. Zippers were tight but that’s to be expected.

Brandon K.
United States United States

One of my absolute favorites!!!

Wow, this boot is insane! Broken in about a week in. So comfy and easy to put on and off. Every feature is an eye catcher! Okay it’s decided, of all 6 of my Taft’s, these are my favorite.

LuAnn D.
United States United States

Great boots, awesome customer service!

Loving the Havana boots I ordered this summer. They are versatile and have a great pattern ingrained in the leather. I have gotten a bunch of compliments on them. Also, it should be noted that a Taft customer service rep provided great, timely service to me to resolve an inquiry I had submitted. Thanks as always for a great product! Can’t wait to purchase my next pair!

United States United States

Love the Havana Boot

Love this boot, great fit, very comfortable, very stylish. Sad that Taft is no longer making it or any thing like it. Most of what I see now for Taft Boots are more rugged looking.

Try: "jack boot", leather, size 9, suede...