Sperry

Sperry Cup II Boat Shoe-Brown (dark)

$65.00 USD

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Shipping calculated at checkout.

The Sperry Cup II Boat Shoe in rich brown leather represents timeless maritime style elevated for the discerning family. These classic boat shoes feature a lace-up closure that offers a secure, adjustable fit as feet grow. Crafted from premium leather with a cushioned footbed, the Cup II provides all-day comfort whether on deck or at the dock. The non-marking rubber outsole incorporates Wave-Siping™ technology for reliable traction across wet and dry surfaces alike. Understated in design yet refined in execution, these Sperry boat shoes age beautifully—the kind of piece that transitions between seasons and siblings. A heirloom-quality choice for families who value craftsmanship and enduring style over fleeting trends.

Sizing

US Size	Foot length (in)	Foot length (cm)	Age
5 Toddler	4 7/8	12.4
6	5 1/4	13.3
7	5 5/8	14.1
8	5 7/8	15.0
9	6 1/4	15.8
10	6 5/8	16.7
11	6 7/8	17.5	4-5 yrs
12	7 1/4	18.4	5-6 yrs
13	7 5/8	19.2	6-7 yrs
1 Youth	7 7/8	20.1	7-8 yrs
2 Youth	8 1/4	20.9	8-9 yrs
3 Youth	8 5/8	21.8	9-10 yrs
4 Youth	8 7/8	22.6	10-11 yrs
5 Youth	9 1/4	23.5	11-12 yrs
6 Youth	9 5/8	24.3	12-13 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.