23 Results
Mens Sperry Striper II Slip On Casual Shoe

1 colors

MSRP:$59.95
VIP, All Your Benefits Apply!
Mens Sperry Striper II Retro Casual Shoe

2 colors

MSRP:$59.95
VIP, All Your Benefits Apply!
Mens Sperry Captains Slip On Pride Casual Shoe

1 colors

MSRP:$59.95
VIP, All Your Benefits Apply!
Mens Striper II CVO Washed Casual Shoe

2 colors

MSRP:$59.95
VIP, All Your Benefits Apply!
Womens Sperry Seaside Perf Casual Shoe

2 colors

MSRP:$74.95
VIP, All Your Benefits Apply!
Womens Sperry Seaside Striped Knit Casual Shoe

1 colors

MSRP:$64.95
VIP, All Your Benefits Apply!
Womens Sperry Sunset Skimmer Linen Casual Shoe

2 colors

MSRP:$0.00
VIP, All Your Benefits Apply!
Mens Sperry Striper II LTT Leather Casual Shoe

1 colors

MSRP:$74.95
Now:$59.95
VIP:$53.96
Mens Sperry Captains CVO Wool Casual Shoe

1 colors

MSRP:$64.95
Now:$49.95
VIP:$44.96
Mens Sperry Captains CVO Wool Casual Shoe

1 colors

MSRP:$64.95
Now:$49.95
VIP:$44.96
Mens Sperry Striper LL CVO Casual Shoe

3 colors

MSRP:$59.95
Add to Cart
VIP, All Your Benefits Apply!
Womens Sperry Crest Vibe Satin Lace Casual Shoe

2 colors

MSRP:$59.95
Now:$47.95
VIP:$43.16
Womens Sperry Crest Vibe Washable Leather Casual Shoe

1 colors

MSRP:$74.95
Now:$59.95
VIP:$53.96
Womens Sperry Seaside Emboss Weave Casual Shoe

3 colors

MSRP:$74.95
Now:$59.95
VIP:$53.96
Mens Sperry 7 SEAS 3-Eye Knit Casual Shoe

1 colors

MSRP:$89.95
Now:$59.95
VIP:$53.96
Womens Sperry 7 SEAS Sport Wool Casual Shoe

1 colors

MSRP:$89.95
Now:$59.95
VIP:$53.96
Mens Sperry 7 SEAS 3-Eye Casual Shoe

3 colors

MSRP:$89.95
Add to Cart
VIP, All Your Benefits Apply!
Womens Sperry 7 SEAS Sport Casual Shoe

1 colors

MSRP:$89.95
Now:$59.95
VIP:$53.96
Womens Sperry Crest Vibe Linen Casual Shoe

3 colors

MSRP:$59.95
Now:$47.95 - $59.95
VIP, All Your Benefits Apply!
Womens Sperry Seacoast Canvas Casual Shoe

1 colors

MSRP:$59.95
Now:$39.95
VIP:$35.96
Womens Sperry Saltwater Duck Boot Casual Shoe

1 colors

MSRP:$119.95
Now:$99.95
Add to Cart
VIP, All Your Benefits Apply!
Womens Sperry Sayel Away Washed Casual Shoe

2 colors

MSRP:$59.95
Add to Cart
VIP, All Your Benefits Apply!
Mens Sperry Authentic Original 2-Eye Casual Shoe

1 colors

MSRP:$94.95
VIP, All Your Benefits Apply!
23 Results

What are the best Sperry business-casual shoes for men?

If you're tired of wearing the same leather pointed toe shoes to work every day, why not mix things up with a fresh pair of Sperrys? The Authentic Original 2-Eye is the ideal replacement for all of your stiff and uncomfortable black pointed shoes. The soft brown leather and sleek design that these shoes provide will give you uncompromising comfort from day to night. Looking for something even more comfortable and casual? The Men's Sperry Striper LL CVO offers a unique, clean, comfortable look that perfectly pairs with all of your weekend wear.


What other shoes does Road Runner sell?

Road Runner is the premier provider and distributor of men and women's footwear. Beyond men's Sperry shoes, we offer Adidas tennis shoes men's, hiking shoes for women, Reebok classics, Sanuk slip-on, Skechers for men, and so much more. For all of your footwear needs, Road Runner is here to supply you with your next pair of shoes at an unbeatable price.


What deals does Road Runner offer?

Almost all of our shoes are sold below MSRP, but that doesn't mean you can't keep saving even more. All of our valued VIP members receive a 10% discount on their purchases in addition to free shipping. Joining the VIP Road Runner family will give you the opportunity take advantage of all of our exclusive sales and limited deals on shoes as well.


How can I ensure the right fit?

Visit one of our locations and allow us to analyze the way you run as well as the shape of your feet. Not only will we be able to tell you the exact type of shoe you need to buy, but we can design a custom insert as well. If you don't live by one of our locations, be sure to use our online shoe finder tool!