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Collage of vintage Sperry Top-Sider print advertisements and promotional materials highlighting the brand's heritage, featuring classic taglines and archival shoe imagery.

Collage of vintage Sperry print advertisements and promotional materials highlighting the brand's heritage, featuring classic taglines and archival shoe imagery.

The Official Sperry Blog

Follow the official Sperry blog for updates on new products and collaborations, or to read epic stories of seafaring adventures. Odysseys Await.

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Tailgate Ready Read More

Duck Boots 101: The Original Bad-Weather Icon

Long before "waterproof" was a marketing buzzword, it was a promise — and the duck boot is where that promise started. Rubber bottom, leather top, laces that mean business. It's not trying to be complicated. It's trying to keep your feet dry, and it's been doing that since before your grandparents were dodging puddles. Here's the history, the how-to-wear, and everything in between.

How to Measure Your Foot for the Perfect Shoe Size

Ordering shoes online means you can't try them on before you buy — but a proper foot measurement gets you almost as close. It takes about five minutes, a few household items, and gives you the two numbers that matter most: length and width. Here's how to do it right.

Fall Shoe Care 101: Keeping Leather and Suede S...

Fall is hard on shoes. One day it's sunny and 70, the next you're walking through puddles on the way to your 8am class. Temperature swings, surprise rain, and the general chaos of back-to-school and back-to-office schedules mean your favorite pair is working overtime this season — and that's exactly when leather and suede need the most attention.

Dorm Room to Lecture Hall: Building a Capsule S...

Between early classes, late study sessions, and everything in between, your shoe rotation has to work as hard as you do. The secret to never overthinking your footwear again? A capsule wardrobe — a small, versatile lineup of shoes that takes you from dorm room to lecture hall (and everywhere after) without missing a beat. Here are the four Sperry styles that belong in every student's closet.

The Long Weekend Starts Here Read More

How to Wear Boat Shoes in 2026 Read More

Sperry x MONSE | Blog Read More

Spring Summer 2026

Spring 2026 is shaping up to be a season of effortless polish. Think romantic details, timeless prep, and soft neutral tones that work with everything. The best part? These shoe trends aren’t just stylish—they’re wearable, versatile, and made to last beyond one season. Here’s what we’re stepping into for Spring 2026.

Sperry x One of These Days

Two of our classic styles, reimagined through the lens of Matt McCormick. Expect Western inspiration, classic stitching, rugged detailing, and more.

How to styles the Aritzia x Sperry Boat Shoes

From bringing a twist to officewear to making the effortless transition from the sea to the streets, the Aritzia x Sperry Authentic Original Boat Shoes do it all. Here are our favorite ways we've seen them styled IRL.

Styling Sperry Shoes with Stylist Anda

Good shoes make an outfit not by stealing the show, but by giving you a platform to elevate your look. We asked stylist Anda Gentile, known for her fresh and original take on classic preppy style, to showcase the many ways people can use Sperry boat shoes to build different looks. Using the iconic Authentic Original Boat Shoe and the modern, fashion-forward Wells Boat Shoe, Anda put together four looks that’ll have you standing out at work, on downtown nights out, casual weekends and for midday lunches.

See All Authentic Original™Shop Authentic Original™ Boat Shoe Weekend Warrior

The always-stylish boat shoe is a comfortable way to bring a touch of refinement to your more laid-back weekend looks. The 360° Lacing System™ and Wave-Siping™ outsoles make them versatile and practical, while the classic moccasin-stitched upper only gets better the more you wear it. "As the mom of a skateboarder, I often spend hours at skateparks in different cities. My weekend style is all about street-style layers, ready for anything—whether it’s sitting for hours or jumping in on the fun. I love pairing warm coats with shorts or layers so I’m sure to be extra prepared- but also looking cute and maintaining a New York style that I’ve worn basically since I was little and playing in these NY streets." Downtown Nights

The iconic boat shoe can be dressed up with ease, bringing a touch of effortless elegance to your evening looks, whether it’s date night or you’re meeting up with friends for drinks. Luxe leather and premium finishings ensure the Authentic Original never looks out of place – just like you. "I often feel like I have to switch between different personas to match the fashion environment I'm working in on any given day. At heart, though, I'm such a tomboy—except when I go out at night. Then, I enjoy playing the part of the girl who pairs dressy skirts with something a bit more edgy, like sheer socks, a touch of leather, and fun jewelry. And just like that, I’m ready to go!"

Photographer: David 'Shadi' Perez @shadinyc Lunch Dates

On the other side of the coin, the boat shoe is a great way to bring a polished touch to your more casual looks. Anda leans into the silhouette’s preppiness by pairing it with corduroy pants and Oxford shirt, to bring an elevated, but effortless look to midday lunches and casual get-togethers. "Whether I’m traveling for work or meeting a friend for lunch, my go-to style has a New York 70’s vibe. Growing up in a city with such rich fashion culture, it naturally becomes part of you. From collegiate prep looks to corduroy suits with layers, or vintage bell-bottom jeans with an old tee, I always incorporate these elements into casual events. Here, I’ve layered a brown corduroy suit with a pop of color, added a vintage taxi-style hat, a fun striped sock, and finished the look with my favorite Sperrys."

Photographer: Hector Perez @hectornyc

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