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Style 5 Days 5 Ways

5 Days, 5 Ways: Boat Shoes

Yes, they're still cool
roundup of the best boat shoes for men
graphic: Style Girlfriend

by Gabi Updated: May 8, 2025

Products are curated by Style Girlfriend editors. Purchases through our links may earn us an affiliate commission.

Boat shoes have gotten a bad rap. Sure, they immediately conjure up the jerk jock in every ’80s teen movie, but doesn’t that mean they’re due for a renaissance? I say, it’s time to reclaim boat shoes!

After all, this casual slip-on shoe is oh-so-easy to wear, and looks stylish with all kinds of outfits. I mean, if I were just concerned with making getting dressed easy for you but didn’t care if you looked good, this would be a “5 Days, 5 Ways: Flip Flops” feature.

But check that headline again. Boat shoes are back, and we’re going to talk about them!

mens boat shoes outfits

Below, discover five ways to wear boat shoes this summer:

with chinos

@josegraujr
images: @sseong__gee
stylish man wearing a light blue chore coat with chinos, a bandana around his neck and brown leather sebago boat shoes
@out_of_indigo

SG Says: Afraid of blisters? Sweaty feet? A pair of no-show socks will keep your feet comfortably cool.

with trousers

stylish man wearing a blue oxford shirt, white undershirt, charcoal trousers and lug sole boat shoes
@luisstop
man in a white collared shirt, tan pants and boat shoes, standing outside on a cobblestone street
@fabianjahnhogler

SG Says: To get that “zhushed” stylish look that elevates a man’s outfit, push up your sleeves and turn up the cuffs at your ankles to show off more of your shoe.

with a in-between seasons outfit

a man from behind, crouching on the floor wearing a denim jacket, olive green pants, and brown boat shoes
@kidonmyshoulders

SG Says: I’ll forever love a layered look and don’t care who knows it! This look can easily transition from late spring to summer by removing the socks and swapping the hoodie for a t-shirt or knit polo.

with jeans

images: @takayuki_oka

SG Says: Boat shoes don’t have to be kept to off-duty style. This outfit showcases how a pair can be dressed up with a blazer and jeans combo.

RELATED: How to Wear a Bandana This Summer

Details like the belt and bandana elevate the outfit you to a level of sophistication you don’t usually associate with boat shoes. I love it.

with shorts

man taking a picture of himself in the mirror. he is wearing a long-sleeve tan shirt over a white t-shirt, green shorts, and boat shoes with tall white socks
@calgeary

SG Says: Of all the ways to wear boat shoes, with shorts is probably your default. No shame in the summer style game!

RELATED: The Guy’s Guide to Summer Shorts

That said, if you’re “not a shorts guy,” consider white (or off-white) jeans as a stylish alternative to what to wear on the bottom here.

Shop stylish men’s boat shoes

Sperry

Authentic Original, $99

Available in 9 colors

Shop Now

G.H. Bass

Hampton suede boater, $145

Available in 2 colors

Shop Now
light suede boat shoe

Polo Ralph Lauren

Merton suede boat shoes, $140

Made from smooth suede in “Milkshake” beige

Shop Now
brown leather boat shoes

Quoddy

Head boat shoe, $249

Moc construction with rubber outsoles

Shop Now
brown leather boat shoes

Vinny’s

Aztec boat shoe, $395

Outfitted with a rugged Vibram sole

Shop Now
brown leather boat shoe from the side

L.L. Bean

Casco Bay boat moc, $99

Available in 3 colors

Shop Now

Gabi

Like a phoenix rising from the ashes, Gabi Meyers went from Team SG's first-ever intern to a trusted fashion editor and stylist. She currently lives in Chicago with a very cute dog.

More articles by Gabi

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