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To Boot New York

Suede Penny Loafers

$279.99  ($395.00)   Save 29%

A timeless style from To Boot New York, these Italian-made loafers feature a vamp strap and an apron toe. Fashioned from supple suede in a handsome charcoal grey, its styling options are endless. They're finished with a durable rubber sole that's embossed with a map of Manhattan for added finesse.

Harry Rosen Exclusive

See them in action here

Grey Blue


  • Strap with cutout across vamp
  • Made in Italy
  • Style & Measurements

  • Select your North American size
  • Fits true-to-size
  • Fabric & Materials

  • Suede upper
  • Leather lining
  • Rubber sole
  • Charcoal grey
  • Style #20023770


    • FREE Expedited for orders over $100, otherwise $8. Ships to most locations in 2-4 business days

    • FREE In-Store Pickup. Ready in 0-5 business days

    • $20 ExpressPost. Ships to most locations in 1-2 business days


    Sartoria Recognition Program tier members Silver and above receive free shippiing.



    If your purchase doesn’t live up to reasonable expectations, we invite you to return it. Whether we need to replace it or refund your money, we will do whatever is required for your utmost satisfaction.

    All clients receive Complimentary Returns on orders over $100 before tax. Sartoria Recognition Program tier members Gold and above receive free returns on all orders.


    Click here for our full shipping and return policies.