Featured On Women.com Outdated Shoe Trends That Are Back In Style In 2025
- dawndelrusso
- Mar 5
- 1 min read

Another footwear fad you can expect to see this year are boat shoes, a traditionally preppy style often associated with brands like Sperry and Timberland. First designed for nautical use, these leather or canvas shoes feature a moccasin-style toe and laces that weave through the heel cap. "These were worn by Jackie Kennedy in the '60s as a more preppy style," Dawn Del Russo explained, adding that they're typically worn in the summer and spring.
While boat shoes perfectly align with preppy aesthetics like coastal chic, Del Russo explains that alternative styling options will be popular this year. "Boat shoes inspired from the 2024 Miu Miu runway brought back the vintage style," the fashion expert said. "Styled away from the original preppy look and more edgy with micro skirts and shorts."
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