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    Sperry

    Sperry Cup II Boat Shoe-Chestnut

    Sperry Cup II Boat Shoe-Chestnut

    $65.00 USD
    $65.00 USD
    Sale Sold out
    Shipping calculated at checkout.
    Size
    The Sperry Cup II Boat Shoe in Chestnut is a refined maritime essential for discerning young explorers. These classic boat shoes balance timeless style with genuine wearability—crafted from premium leather with a lace-up closure that ensures a secure, customizable fit. The soft, flexible construction accommodates growing feet comfortably, while the cushioned footbed delivers all-day support for everything from dock days to everyday wear. Sperry's signature non-marking rubber outsole features Wave-Siping™ technology for reliable traction across varied surfaces, whether on deck or pavement. The understated Chestnut colorway pairs effortlessly with any wardrobe, making these boat shoes a versatile investment piece. Durable and thoughtfully constructed, the Cup II represents heirloom-quality footwear that transitions seamlessly from season to season.

    Sizing

    US SizeFoot length (in)Foot length (cm)Age
    5 Toddler4 7/812.4
    65 1/413.3
    75 5/814.1
    85 7/815.0
    96 1/415.8
    106 5/816.7
    116 7/817.54-5 yrs
    127 1/418.45-6 yrs
    137 5/819.26-7 yrs
    1 Youth7 7/820.17-8 yrs
    2 Youth8 1/420.98-9 yrs
    3 Youth8 5/821.89-10 yrs
    4 Youth8 7/822.610-11 yrs
    5 Youth9 1/423.511-12 yrs
    6 Youth9 5/824.312-13 yrs

    Measurements in in.

    Sperry footwear runs true to size, with boat shoes fitting snugly and relaxing slightly with wear.

    Confirmed by ParkerJoe.

    Between sizes, or want a second opinion? Book a Style Lounge fitting or write hello@parkerjoe.com.

    Shipping & Returns

    Orders ship within 1–2 business days. Delivery timing depends on the shipping method you choose at checkout, and a tracking link follows by email the moment your order is with the carrier — from there, delivery is in the carrier's hands, though we're always happy to help. Complimentary pickup from our Houston studio — usually ready within 24 hours. Returns are accepted within 14 days of delivery — unworn, with tags; see our refund policy for full details.

    Care Instructions

    Gentle cycle, cool water. Lay flat to dry. Iron inside-out on low. Dry-clean for tailored pieces.

    View full details

    • Newborn through Size 18

    • Ships in 1–2 business days

    • 14-day returns