Sale
Sale

Men's Free Spirit Driver

$195.00 $145.00
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan
Men's Free Spirit Driver Whiskey Tan

Men's Free Spirit Driver

$195.00 $145.00
Colors | Whiskey Tan
Brown Leather Black Leather Whiskey Tan
Width
Size
Size guide

Men's Shoe Size Guide

US to EU conversion

US 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 14 15 16 17
EU 40 41 41.5 42 42.5 43 43.5 44 44.5 45 46 46.5 47 48.5 50 51 52

Medium: D Width | Wide: EE Width | Extra Wide: 4E Width

Not sure of your size? Download our measuring tool to find your fit. Download PDF →

Note: Print at 100% actual size. Do not use “fit to page.”

  • Print the measuring tool and piece the two pages together using the alignment arrows.
  • Stand while measuring, wearing the socks you plan to wear with your new shoes.
  • Instructions are printed on the tool itself.

Still not sure? Our fit experts can help.

Monday – Friday  |  7 AM – 5 PM PST
Call 844-482-4800 Chat now

Our U.S. based customer service team is available to make sure you pick the right shoes. Call 844-482-4800 M-F 7 am to 5 pm PST.

Free Ground Shipping on Orders $50+

Free Returns Within 60 Days of Purchase

Description

Luxury drivers made for walking. Designed with premium leather, enhanced support, and memory foam insoles. The results? Drivers that can go the distance. Slip into this innovative take on men's leather drivers, for an experience that is pure luxury for your feet. Handcrafted in Brazil.

Details
  • Full-grain aniline-dyed leather or suede
  • Anti-microbial, soft full glove-leather interior, custom-molded insole
  • Flexible, gum rubber outsole
  • Triple-density removable insoles with arch support
  • Shoe weight - 14.3 oz
  • Designed in Mill Valley, CA. Handcrafted in Brazil
Shipping & Returns
Free Shipping

We offer free UPS ground shipping for orders over $50. Additional shipping options are available at checkout.

Returns

Return or exchange your unworn shoes within 60 days of purchase for a full refund or exchange.

Men's Free Spirit Driver

Soft leather or suede exterior and full glove-leather lining.

Timeless style and all-day comfort right out of the box.

Anatomically molded triple-density removable insoles for unparalleled support.

A Shoemaking Legacy

Our founder, Bruce Katz, pioneered the walking shoe as co-founder of Rockport Shoe Company, and we honor his legacy by crafting high-quality footwear that provides all-day comfort.
LEARN MORE

Every Detail Matters

From heel to toe and ankle to sole, we obsessively engineer every inch of every shoe, which is then handcrafted in small batches in Portugal and Brazil.

Service to Match the Shoes

Need help finding the perfect pair or selecting the right size? Call us and you’ll reach a member of our award-winning customer service team. Every single time.
CONTACT US

Trending Styles

Men's Featherlight Napa Sneaker White Leather Featherlight Napa White Leather sneakers with brown accents worn on a wooden deck
Bestseller
Men's Featherlight Napa Sneaker
Men's Featherlight Napa Sneaker
Men's Featherlight Napa Sneaker
$195.00
New Arrival for Spring 2026
Men's Featherlight Muir Lace-Up Gray Nubuck Person wearing Featherlight Muir in gray nubuck by a pool
New Arrival
Men's Featherlight Muir Lace-Up
Men's Featherlight Muir Lace-Up
Men's Featherlight Muir Lace-Up
$195.00
New Arrival for Spring 2026
Men's Olema Slip-On casual shoe/Nutmeg Nubuck Profile Olema Slip-On Nutmeg Nubuck shoes worn on a wooden floor
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
$195.00
Men's Sunset Sneaker 2.0 White Leather Person wearing Sunset Sneaker 2.0 White Leather sneakers with brown accents on a wooden deck.
$65 Off
Men's Sunset Sneaker 2.0
Men's Sunset Sneaker 2.0
Men's Sunset Sneaker 2.0
Men's Sunset Sneaker 2.0
+
Men's Sunset Sneaker 2.0
$210.00 $145.00
Men's Featherlight Fast Lace-Up Black Leather Featherlight Fast Black leather shoes worn with gray pants on a white background
Men's Featherlight Fast Lace-Up
Men's Featherlight Fast Lace-Up
Men's Featherlight Fast Lace-Up
Men's Featherlight Fast Lace-Up
$195.00
New Arrival for Spring 2026
Men's Featherlight Founder Oxford Tumbled Brown Leather Person wearing featherlight founder brown leather shoes and gray pants sitting on a white chair with a scenic background.
$30 Off
Men's Featherlight Founder Oxford
Men's Featherlight Founder Oxford
Men's Featherlight Founder Oxford
$225.00 $195.00
Father's Day Exclusive
Men's Rafael Hybrid Slip-On Black Leather Men's Rafael Hybrid Slip-On Black Leather
$60 Off
Men's Rafael Hybrid Slip-On
Men's Rafael Hybrid Slip-On
Men's Rafael Hybrid Slip-On
Men's Rafael Hybrid Slip-On
+
Men's Rafael Hybrid Slip-On
$235.00 $175.00
Father's Day Exclusive
Men's Founder Oxford Cognac Leather Founder Cognac Leather Leg down
BESTSELLER
Men's Founder Oxford
Men's Founder Oxford
Men's Founder Oxford
Men's Founder Oxford
$295.00
Men's Featherlight Napa Sneaker Dark Navy Nubuck Featherlight Napa Navy Nubuck sneakers worn with beige pants on a white background
New Arrival
Men's Featherlight Napa Sneaker
Men's Featherlight Napa Sneaker
Men's Featherlight Napa Sneaker
$195.00
New Arrival for Spring 2026
Men's Featherlight Olema Slip-On Mushroom Nubuck Person wearing Olema Slip-On Mushroom Nubuck shoes on a wooden floor
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
Men's Featherlight Olema Slip-On
$195.00

Overall rating: 4.8299847 / 5 from 647 reviews.

AI Generated Review Summary

The Men's Free Spirit Driver offers luxury drivers with premium leather, enhanced support, and memory foam insoles. Customers appreciate the consistent size, great quality, outstanding support, and excellent craftsmanship. The look and feel are also highly praised, making these drivers a top choice for comfort and style.

Summary topics

  • Size Consistency: 5%
  • Product Quality: 10%
  • Support: 5%
  • Leather Quality: 4%
  • Product Look: 21%

Review topics: ["size","fit","color","support","look","quality","lining","price","design","comfort","style","shoes","feel","craftsmanship","customer service","materials","construction","leather","width","shipping","value","finish","shade","service","packaging","pair","drivers","loafers","return","spirits"].

Review highlights

  • "Fine quality leather and workmanship." — Dennis M.
  • "Size is consistent, well-made, super comfortable, looks great." — Sjegmd
  • "They are an excellent fit , well built and really good looking." — Cd

Reviews

My husband loves them! He

"My husband loves them! He has problem feet and it is always difficult to find comfortable shoes. I have been buying him hubbard shoes ,for him for several years . They are always winners."

— bonnie S. (5/5)

Superb craftsmanship and fit. The

"Superb craftsmanship and fit. The feel of the leather material is soft outside and lining inside. Fit was right on for a wide shoe size. Very fine shoes. Also a very impressive sales member that assisted my purchase."

— William M. (5/5)

Handsome, classic mocc; leather needs

"Handsome, classic mocc; leather needs a little breaking in before it wears well."

— Jerome B. (4/5)

I bought these beauties for

"I bought these beauties for my son for his wedding weekend. He instantly loved them. Samuel Hubbard never lets me down whether on my feet or my (grown) kid. Stellar finish. Beautiful craftsmanship. Incredible color. Immediate comfort. 5*’s all around. Thank you SH for your fabulous consistency. And I should know. I think I’m up to 7 pairs in my closet!"

— Neil R. (5/5)

Excellent leather Comfortable Wide Could

"Excellent leather Comfortable Wide Could be 50$ cheaper Enjoying them"

— Sanjay A. (5/5)

I would buy the same

"I would buy the same shoe (loafer) in each color if you would make it a “lower vamp” Then it would look much better with shorts or pants"

— PT G. (4/5)

Totally satisfied! Looks good, feels

"Totally satisfied! Looks good, feels great and high quality"

— michael c. (5/5)

Have wanted a driver shoe

"Have wanted a driver shoe for some time. Honestly the fit on these 9M much better than expected. Good casual shoe that can be worn in more dressed up situations. As usual great Hubbard quality and fantastic customer service. Great shoes, great company. This pair my 9th pair of Hubbards. Sale price of course helped."

— William S. (5/5)

Comfy right out of the

"Comfy right out of the box. I wore these to a wedding with no break in and my feet were dancing all night."

— Drew P. (5/5)

Good-looking, comfortable shoes! Excellent customer

"Good-looking, comfortable shoes! Excellent customer service!"

— Ulrich K. (5/5)

Q&A