We Can't Believe These "Ugly" Shoes Are Back—4 Styling Ideas That Are Actually So Chic
Add some prep to your step.
When we think about the preppy-fashion trend, many clothing and footwear options spring to mind. Amid this array of styles, a notable resurgence is capturing our attention—the revival of boat shoes for women.
Initially crafted as sturdy and practical footwear tailored for sailing, boat shoes have transcended their utilitarian origins to become a timeless fashion essential. They first made waves in the late 2000s, but their allure has returned, garnering favor among devout followers of fashion trends.
Today's boat shoes resemble those worn in 2012; however, the styling has been refreshed. After analyzing numerous boat-shoe outfits, it's evident that there's a chic way to wear them—style boat shoes the same way you would loafers. For example, fashion people in Paris pair their boat shoes with loose-fitting and light-colored denim, a simple T-shirt, a casually cool leather jacket, and a rich-looking suede bag. Those in Copenhagen pair them with boxer shorts, ankle socks, and a cardigan. The style set in London is also wearing them with monochromatic suits, and those in New York are accessorizing the shoes with straight-leg sweatpants, a baseball cap, and a trench coat.
Similar to loafers, we're seeing classic leather iterations dominate. Still, fashion people are welcoming a few fresh boat-shoe styles, like chunky platforms and low-profile suede ones, onto the scene. With that said, look below at the four winning boat-shoe outfit formulas that the style set is behind.
Denim Dress + Bomber Jacket + Socks + Boat Shoes
Nothing complements brown leather boat shoes and ankle socks like a versatile, trusty denim dress. Add a bomber jacket or chunky sweater over your shoulders for the perfect daytime look.
Shop the look:
Blazer + Trousers + Boat Shoes
This outfit perfectly exemplifies the wrong-shoe theory, where boat shoes are mismatched with a sophisticated blazer and pants. The boat shoes work well in this context by transcending their original sporty and preppy function and appearing as a deliberate and refined choice.
Shop the look:
Leather Jacket + Jeans + Boat Shoes
This ensemble is one of our favorites. It features a distressed brown leather jacket, a striped button-down shirt, and classic jeans. While any shoes would have worked, the boat shoes added a modern touch to this otherwise classic look.
Shop the look:
Maxi Dress + Socks + Boat Shoes
Elsa Hosk's choice of red boat shoes showcases a refreshing update to this classic style. To style them, she skillfully incorporates one of the season's most prominent dress trends, a drop-waist dress, demonstrating a keen sense of modern fashion. To further enhance the versatility of her look, she complements it with socks, making it an ideal transitional outfit.
Shop the look:
Shop more of our favorite boat shoes:
This story was originally published at an earlier date and has since been updated.
Nikki Chwatt is an associate fashion editor based in New York City. She joinedBest Knockoff Luxury Clothing in 2024 after writing fashion, beauty, and lifestyle content for WWD, Well+Good, Editorialist, and more. With a passion for personal style and the creativity that comes with it, one of Chwatt's goals is to help others understand that there is no such thing as a “good” or “bad” style; it’s just about putting an outfit together that makes you feel confident in yourself. When she's not writing, you can find her taking a Pilates class, reading a powerful romance novel, or exploring a new wellness spot in Manhattan.
-
Skinny Pants! Bold Shoulders! Vibrant Florals! An ‘80s Attitude Defines Chloé For Spring 2026
You’ll catch us wearing this collection in 6 months time.
-
These Are the Best Early Deals of Amazon Prime Big Deal Days—35 Finds That Have My Undivided Attention
Shop discounted Adidas, Madewell, Coach, Nike, and more.
-
These Are the Best Early Deals of Amazon Prime Big Deal Days—35 Finds That Have My Undivided Attention
Shop discounted Adidas, Madewell, Coach, Nike, and more.
-
From Zara to Gucci—Here's Everything Worth Buying This Week
I dug through thousands of new arrivals so you wouldn't have to.
-
I'm a Shopping Director—These Are the Chic New Fall Items I Can't Get Out of My Head
Gorgeous sweaters, designer bags, and more.
-
These Loafers Have Had a Cult Following for 70 Years, But in 2025, You'll Only See Them Styled Like This
Bella Hadid gets it.
-
You're 100% a Fashion Person If You're Wearing This Fall Jacket Trend—I Found 25 of the Chicest Ones for Under $180
Instantly elevate your outfit.
-
Nothing Humbles Your Closet More Than the Zara New Arrivals Section—25 Pieces to Instantly Elevate Your Fall Outfits
Did I mention they're modeled by Alexa Chung?
-
The 10 Specific Items Everyone With Elegant Taste Will Buy This October
From J.Crew's It sweater to Reformation's It shoes.
-
My Little Sisters Think I'm Rich—These Are the Under-$150 Finds Making Them Believe That
A walking (chic) ATM.