How to Wear Sperrys? Outfit Ideas for Men & Women

How to Wear Sperrys

For a stylish, refined appearance, boat shoes are a wardrobe necessity! In this guide, we’ll explore how to wear Sperrys for both women and men.

Boat shoes are a classic summer wardrobe item that have been around for decades. Boat shoes continue to be a favorite shoe for men, women, and kids who want to wear a casual outfit with a nautical flair due to their undeniable popularity.

What do you wear with Sperrys? There are a ton of combinations that could happen; this blog post will discuss them all!

What Are Boat Shoes Or Sperrys?

The term “boat shoe” can be used to describe a type of low-heeled, casual shoe with a nautical style. The majority of boat shoes are made of leather and are created to look like the deck shoes worn by sailors.

Boat shoes became popular when they were introduced by Sperry Boat shoes became a staple of many summertime outfits after being introduced by Top-Siders in 1935.

There is only one established fashion standard for these shoes, and that is to wear no-show socks. You can pair your favorite boat shoes with invisible socks (also known as foot socks) for a sockless appearance.

Remember that despite having rubber soles and being made for wearing on boats, boat shoes are not meant to be wet, especially if they are made of leather. But if you take good care of them, your classic boat shoe will last you for many years.

Related Reading: Are Sperrys Business Casual?

How to Wear Sperrys? Women Outfit Ideas

Let’s see how to wear Sperrys as women.

1. Jeans

How to Wear Sperrys

Any type of jean will work with boat shoes, but mom jeans will give you a more relaxed, casual look. You have more room to move around because mom jeans are not too constricting on the legs.

Wear an oversized white button-up top with the ends tied in front of your waist to add style to your casual ensemble.

Another fantastic option to pair with boat shoes is a pair of dark-wash skinny jeans; they have a timeless look and are always in style.

But if you want to go for a nautical look, white jeans or pants and a striped top, preferably one with long sleeves, would be the ideal combination.

Also Read: Do You Wear Socks With Sperrys?

2. Leggings

Leggings are a great alternative if you want to go above and beyond while still looking fashionable. Like jeans, leggings are a casual staple that work well together for a stylish athleisure look. Both can be worn with boat shoes.

Sperry topsiders paired with your favorite tee and leggings are the perfect outfit for casual wear or everyday wear

3. Midi Skirt

Women who want to look elegant and fashionable should opt for midi skirts. You can create an ultra-feminine look that is ideal for a day at the yacht club by pairing your boat shoes with a cute cami top, a pencil-style midi skirt, and the boat shoes of your choice.

Both in warm weather and during the fall, midi skirts are appropriate.

4. Denim Shorts

Denim shorts are yet another stylish option for women for the perfect summer look.

A cute tank top, short denim cutoffs, and boat shoes make for a casually chic ensemble that is ideal for the beach or even just lounging around the house.

5. Dress

Why not wear your boat shoes with comfy dresses if you want to look especially feminine? A cute casual skater dress is the ideal option because it is both elegant and feminine at the same time, making it the ideal outfit for a laid-back picnic date or an elegant look for dinner parties on a yacht.

It’s also a fantastic option if you want to go for a preppy appearance. Put on any boating shoe you prefer, then consider adding a denim jacket for a more edgy look.

6. Wide-Leg Pants

It’s easy to dress up and look fashionable by wearing wide-leg pants. Wide-leg pants like striped or navy ones go well with your brown boat shoes. For added style points, throw on a simple top.

How to Wear Sperrys? Men Outfit Ideas

So how do men wear Sperrys?

1. Jeans

Jeans never go out of style and go with almost anything! Any style of boat shoe you prefer can be worn with jeans to give you both comfort and a fashionable appearance.

Among the most popular pieces of clothing worn by men in America right now, jeans can go with any kind of shoe you can think of thanks to their adaptability! Whether you’re dressing up nicely or going for a more casual look, you can wear your pair of boat shoes with jeans.

Jeans are a timeless option for men, so wearing your boat shoes with jeans is the ideal way to showcase your carefree fashion sense. If you’d like to dress up a bit, some dressy brown leather boat shoes and a pair of dark-wash slim-fit slacks will do just fine. This is what we’d call smart casual.

2. Chinos

What to wear with Sperrys

Trying to avoid being too casual? No issue, just put together an outfit that is ideal for a sunny day out on the boat deck by selecting chinos rather than denim jeans. Due to their balance between casual and dressy, chinos make an excellent choice with boat shoes.

Any style of boat shoe can be worn with chinos to create an outfit that is suitable for almost any situation, including work, school, church, and even going out for drinks!

Combining chinos with your favorite pair of Sperry boat shoes is simple peasy lemon squeezy because they go well with both formal and casual looks.

If you prefer khaki pants over chinos but still want to look smart-casual, you can also pair khakis with a striped polo shirt and boat shoes.

3. Dock Shorts

Summertime or casual Fridays are great times to wear dock shorts! Your Sperry shoes and dock shorts go great together if you want to look relaxed and carefree.

A white shirt or a button-up polo, in particular, go well with dock shorts; this just adds a nice finishing touch to your ensemble.

If you prefer, you can choose chino shorts instead. Remember that boating shoes are available in colors other than brown as well, so feel free to be imaginative and incorporate color into your outfit as well!

Should Boat Shoes Be Tight Or Loose?

Boat shoes were originally designed to be snugly fitted to the foot. You wouldn’t want to skid or fall while working on or moving around a boat.

Of course, it’s acceptable to wear your boat shoes a little looser if you’re not using them in the traditional sense.

However, you probably don’t want this to happen, so use the side lacing system to make sure they are snug enough.

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Final Thoughts: How to Wear Sperrys

Whether you’re wearing them on a yacht, to the office, or on a date, how you style your boat shoes can make or break your appearance.

We sincerely hope that you found this style guide to be useful.

FAQs

Are Boat Shoes in Style 2023?

Yes, boat shoes are still in trendy.

Do You Wear Socks With Boat Shoes?

In order to maintain the traditional maritime look, most people wear no-show socks with boat shoes, which are made to be comfortable and breathable without them.

How Do You Make Sperrys Look Worn?

Add some sea salt if you want to give your shoes a more weathered look. 

Ada Parker

Ada Parker

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