Sperry® Gold Cup Top-Siders

These classic men's Top-Sider boat shoes offer orthopedic comfort.


Get excellent siped-sole grip—even in the wettest conditions—in handsome, handsewn, genuine leather Top-Siders. A supple deerskin lining and EVA cushion midsole, along with triple-density footbed and memory foam, provide all-day comfort. Nonmarking outsole. 18K-gold-plated eyelets resist corrosion in salty conditions at sea. Men's Top-Sider boat shoes in cognac.
US whole and half sizes: 8-12, 13.


Overall: Show Rating Distribution 4.5 / 5 based on 25 reviews


21 of 25 reviewers would recommend this product to a friend.

  • 5/5

    The Best of Summer - 12/23/2014
    By: from Narragansett RI

    I love these shoes - these are my fourth pair and they are the most comfortable shoes you can buy - I wear them from June 1 to when the snow flies!

  • 5/5


  • 2/5


  • 5/5

    The Best of both Worlds - 7/15/2014
    By: from Miami, Fl

    On a deck or on the shore, the Sperry Gold Cup Top Siders are unequaled. Pateneted sole is best non skid on the market. Most comfort, best looking, long lasting and multiple color options. All parts used to complete the shoe are of the highest quality. My recent purchase is my forth pair in a row. Have worn deck shoes for 50 years, this shoe is best way to treat your feet from ship to shore.

  • 4/5


  • 5/5

    THE BEST - 6/19/2014

    My husband loves these shoes, they are the most comfortable shoes he has ever had. The fit is perfect and without socks he can walk for miles without discomfort. Very smooth on the inside.

  • 5/5

    the 3rd pair I've had - 6/9/2014
    By: from Manchester UK

    These are real quality shoes. They last forever and are as comfortable as slippers. This is the 3rd pair I have bought over the years. Enough said.

  • 2/5

    Gold Cup - 5/25/2014

    Very comfortable shoe however the soles on both shoes are detaching from the leather after less than two years. This did not happen with past Top Siders that I have owned. Lost me as a customer.

  • 5/5

    Top of the line. - 5/19/2014
    By: from Iowa
    Top 1000 Contributor

    These are top quality!! These fit better than any other boat shoes I've owned in the past. Looking forward to wearing them.

  • 5/5

    Great Looking Shoe - 5/15/2014
    By: from NJ

    Dressy yet casual shoe. Great with chinos or dress slacks. A litttle stiff at first but breaking in nicely. Comfortable fit. Took a couple extra days to arrive since coming from Sperry.

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