If you want to go all in on comfort, we like Amberjack’s The Loafer, which has an athletic insole. For a stylish splurge, we highly recommend the sophisticated Santoni Famed Leather Penny Loafer.

You can't talk about luxury loafers without bringing Santoni into the conversation. This penny loafer is a timeless staple, with a lug sole that offers plenty of traction, a pebbled leather upper ...