Best Men's Comfort Shoes: Sandals, Boots & Sneakers

Comfort isn't one shoe, it's the right shoe for each part of your week. At Feet Heart, an authorized retailer since 2003 for UGG, Birkenstock, Dr. Martens, Clarks, Taos, Pikolinos and Timberland, we've pulled together the men's styles customers reach for most across sandals, casual slip-ons, boots and everyday heritage shoes. Each pick below comes with brand-exact sizing notes so you order right the first time.

What are the best men's comfort sandals?

For sandals, look for a contoured footbed that supports the arch instead of a flat slab of foam. Three styles men reach for again and again at Feet Heart:

• Birkenstock Unisex Arizona Birko-Flor Sandal is the classic two-strap original, built on Birkenstock's cork-latex footbed with a deep heel cup and two adjustable straps for a custom fit.
• Birkenstock Unisex Boston Clog is the closed-toe version of that same footbed, so you get sandal comfort with more coverage for cooler days or casual outfits.
• Pikolinos Men's Tarifa is a dressier leather sandal in hand-finished Spanish leather, ideal when you want comfort that still looks pulled together.

Birkenstock uses EU sizing and runs generous, so most men size down. See our Birkenstock sizing guide before you order.

What's the best men's casual slip-on shoe?

For a shoe you can step into without laces and wear all day, the Merrell Men's Jungle Moc Slip-On is one of Merrell's most-recommended casual styles. It pairs a nubuck leather upper with a cushioned footbed and grippy outsole, which is why it's a long-running favorite for errands, travel and time on your feet. (We carry Merrell alongside our authorized brands.)

What are the best men's comfort boots?

A good boot should break in to your foot, not the other way around. Two heritage boots stand out:

• Dr. Martens Unisex 1460 8-Eye Boot is the original Dr. Martens silhouette, Goodyear-welted with the cushioned air-soled sole that softens with wear.
• Timberland Men's Classic 6-Inch Premium Boot is the iconic wheat work boot, waterproof premium leather with a padded collar for all-weather wear.

Dr. Martens come in whole sizes only and tend to run large, so if you're a half size, size down. Our Dr. Martens sizing guide walks through it.

What's the best men's everyday heritage shoe?

When you want one shoe that works with jeans and chinos alike, two Clarks classics lead the way. The Clarks Wallabee is the original 1967 moccasin-construction shoe on a soft crepe sole, relaxed and instantly recognizable. The Clarks Men's Monahan Plain Oxford is a cleaner plain-toe leather oxford built on Clarks' Cushion Soft footbed, a step up for work or smarter occasions.

How should men's comfort shoes fit?

Fit varies by brand, so check each one before ordering. Birkenstock uses EU sizing and runs roomy, so most men size down. Dr. Martens are whole-sizes-only and run large, so half-size feet should size down. The Clarks Wallabee also runs large because of its soft moccasin construction. Our Clarks Wallabee sizing guide covers that style in detail. When in doubt, call or email us and we'll talk you through it.

Where can I try these on or get help choosing?

If you'd rather try before you buy, visit our sister stores: Feet World — Culver City and Feet World — Westfield Santa Anita (Arcadia), where our staff can fit you in person. Prefer to shop online? Call us at (310) 398-7497 or email info@feetheart.com and we'll help you pick the right size and style. Every order ships with free U.S. shipping and free 30-day prepaid returns (sale items are final), so it's easy to try a pair at home. Ready to browse the full lineup? Shop all men's shoes at Feet Heart.