How to Style Sailor Shirt: 15 Up And Coming Outfit Ideas

If you follow what people are wearing around the globe, you may know that the sailor shirt is a very popular thing in Japan. It is actually their school uniform for high school students. Over the years, Korea has also adopted that and there are more and more celebrities wearing the sailor shirt every now and then. Recently, in Europe and the US, there are more and more people wearing something that is inspired by or heavily influenced by the sailor shirt. Let me show you some of these sailor shirt outfit ideas and see if you like this up and coming trend or not.

Navy Sailor Shirt with White Stripes


To start off this creative and interesting list, I am going to show you how some people are wearing it in Asian countries. Here is a navy sailor shirt that comes with some white stripes. You can pair it with white shorts and a pair of white heeled sandals to look refreshing and youthful.

Navy and White Striped V Neck T Shirt

navy and white striped v neck t shirt

Now, let’s do a 180 degree turn and look at an outfit that kind of has the feel of a sailer shirt. You can wear a navy and white striped v neck t shirt with green shorts. Pair them with black sandals for a unique and casual look. This way of borrowing the idea from a sailor shirt outfit should be very easy to pull off for most of you.

Black Sailor Shirt with Blue Ribbon Bow

black sailor shirt blue ribbon bow

As you can see from the previous outfit, wearing a navy and white striped v neck tee can kind of make you look like wearing a sailor shirt. Yet, it is really not as much fun as wearing an actual one. Here is a real sailor shirt, this time in black with a blue ribbon bow. You can simply pair it with a white skirt and white sandals.

White and Navy Sailor T Shirt with Pleated Mini Skirt

white and navy sailor t shirt pleated mini skirt

I really like this t shirt as it is obviously a white and navy sailor shirt, yet the more exaggerated details are removed from it to make this more easy to wear. You can pair the shirt with a pleated navy mini skirt. Pair them with black ballet flats to add a feminine touch to the look.

Cropped Shirt with Navy Skater Mini Skirt

cropped shirt navy skater mini skirt

This picture shows a pretty typical way of dressing in the current Korean pop culture. The girl is wearing a cropped sailor shirt with a navy skater skirt and black thigh high lace up boots. There skinny fit and low-key sexy outfits are the current trend and it looks like the trend is here to stay, at least for another decade or so.

Wear with Big Red Bow & Black Flared Mini Shorts

big red bow black flared mini shorts

Wearing a sailor shirt as a casual street outfit is a already a very creative and playful action. To make it even more so, you can wear a big red bow to go along with your sailor shirt. Pair them with black mini flared shorts and dark green open toe ballet heels to complete this cute and attractive look.

Two Colored Mini Skater Shirt Dress with Thigh High Socks

two colored mini skater shirt dress thigh high socks

This is simply a lovely and youthful shirt dress. It is a two colored mini skater sailor shirt dress, with its upper part being a white sailor shirt and the lower part being a super mini navy skater skirt. To match perfectly with the dress, you can wear navy thigh high socks that comes with white stripes. Wear black leather pointed toe heels to complete the outfit.

Navy and Grey Striped T Shirt with Denim Shorts

navy and grey striped t shirt denim shorts

Now, let’s go back to the west and see a casual outfit that looks similar to a sailor shirt outfit. To achieve this casual and stylish look, you can simply wear a navy and grey striped t shirt and pair it with denim shorts. Tie a chambray shirt around your waist to look super chic. For the shoes, you can simply wear white sneakers.

White Long Sleeve Sailor Shirt with High Waisted Button Front Mini Skirt

white long sleeve sailor shirt high waisted button front mini skirt

These days, you can slowing seeing celebrities in the states are starting to wear the sailor shirt as part of their outfits. For example, here is a white long sleeve sailor shirt that is paired with dark blue high waisted button front mini skirt. Pair the with black thigh high suede boots to complete this super chic look.

Wear with Navy High Waisted Flared Shorts & Boots

navy high waisted flared shorts boots

Here is a very similar outfit to the previous one. Indeed, the sailor shirt is exactly the same one. But by wearing with different pieces, the overall look is quite different. For example, here the sailor shirt is paired with navy high waisted flared shorts. You can pair the with brown leather mid-calf boots to add a stylish touch to the outfit.

White T Shirt with Navy V Neck

white t shirt navy v neck

Here is another example of a white t shirt that comes with a navy v neck neckline. It is close enough to a sailor shirt. You can pair it with a navy mini shorts and a pair of white sandals to look both casual and refreshing.

Blue and White Striped T Shirt with Straw Hat

blue and white striped t shirt straw hat

For a cheerful and casual look, you can choose a blue and white striped t shirt. Pair it with a pair of navy shorts and navy ballet flats. Wear a straw hat to complete this outfit that probably gives you just a little bit of sailor style.

White Flared Mini Shirt Dress with Navy Silk Bow Scarf

white flared mini shirt dress navy silk bow scarf

You can also create an outfit that has a little bit of sailor style by wearing a navy silk bow scarf to similar the navy collar of a sailor shirt. Pair the scarf with a white mini shirt dress and black strappy heeled sandals to complete the outfit.

Navy and White Striped Tee with White Collar Shirt

navy and white striped tee white collar shirt

Another way to simulate the sailor shirt is to wear a navy and white striped long sleeve t shirt over a white collor shirt and let the collar peek out from the t shirt. Pair them with a black knee length skirt and black pointed toe heels to complete this smart casual outfit.

Here are the sailor shirt outfit ideas I would like to share with you. It is a little early to say that the sailor shirt will be a big part of the fashion world. But as the world gets smaller and with Asian countries promoting the sailor shirt, it would be fun to see more of that in the mainstream.