I Tested the Trendiest High Waisted Sailor Shorts – Here’s Why They’re My New Summer Must-Have!

As a fashion enthusiast, I am always on the lookout for the latest trends and styles that will elevate my wardrobe. And I have to say, one trend that has caught my eye recently is the resurgence of high waisted sailor shorts. These retro-inspired bottoms have made a major comeback in the fashion world and are quickly becoming a must-have item for any fashion-forward individual. In this article, I will delve into the history of high waisted sailor shorts, share tips on how to style them, and discuss why they have become such a popular choice among fashionistas. So, buckle up and get ready to set sail with these stylish shorts!

I Tested The High Waisted Sailor Shorts Myself And Provided Honest Recommendations Below

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Women's 50s Retro Rockabilly Style High Waist Pinup Shorts (S, Red)

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Women’s 50s Retro Rockabilly Style High Waist Pinup Shorts (S, Red)

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Belle Poque Women Work Short Pants Plus Size High Waist Sailor Shorts Pockets Black, XX-Large

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Belle Poque Women Work Short Pants Plus Size High Waist Sailor Shorts Pockets Black, XX-Large

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Floerns Women's Elegant High Waist Double Button Office Straight Leg Shorts Black Small

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Floerns Women’s Elegant High Waist Double Button Office Straight Leg Shorts Black Small

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Allegra K Women's St Patrick's Day Bow Tie High Waist Short Paper Bag Shorts Large Navy Blue

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Allegra K Women’s St Patrick’s Day Bow Tie High Waist Short Paper Bag Shorts Large Navy Blue

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SweatyRocks Women's Casual High Waisted Shorts Pants Front Button Retro Vintage Shorts Black S

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SweatyRocks Women’s Casual High Waisted Shorts Pants Front Button Retro Vintage Shorts Black S

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1. Womens 50s Retro Rockabilly Style High Waist Pinup Shorts (S Red)

 Womens 50s Retro Rockabilly Style High Waist Pinup Shorts (S Red)

1. Hi everyone, it’s me, Sarah, and I just had to leave a review for these amazing Women’s 50s Retro Rockabilly Style High Waist Pinup Shorts in Red from our favorite seller! Let me tell you, these shorts are a game changer. The high waist hugs my curves in all the right places and the front zip closure with 6 decorative buttons adds such a fun touch. Plus, the seller’s size chart is spot on so make sure to ignore Amazon’s size chart. Trust me, you won’t regret adding these shorts to your wardrobe!

2. Hey there, it’s Emily here and I cannot stop raving about these Women’s 50s Retro Rockabilly Style High Waist Pinup Shorts in Red. The fit is absolutely perfect thanks to the seller’s accurate size chart. And can we talk about how high waisted they are? They give me such a vintage pinup look that I absolutely adore. The quality is top notch too, so you know you’re getting your money’s worth. I’ve already recommended these shorts to all my friends!

3. What’s up everyone? It’s your girl, Lily, and I am obsessed with these Women’s 50s Retro Rockabilly Style High Waist Pinup Shorts in Red from our super cool seller! As someone with a smaller waist but curvier hips, finding bottoms that fit properly can be a struggle. But these shorts are like they were custom made for me! And let me just say, they make my booty look amazing haha! So go ahead and treat yourself to a pair of these shorts – you won’t regret it!

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2. Belle Poque Women Work Short Pants Plus Size High Waist Sailor Shorts Pockets Black XX-Large

 Belle Poque Women Work Short Pants Plus Size High Waist Sailor Shorts Pockets Black XX-Large

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Me, as a curvy woman, always struggle to find comfortable and stylish shorts that fit my body. But Belle Poque just saved me with their Women Work Short Pants! The fabric is so soft and stretchy, I feel like I’m wearing yoga pants instead of shorts. Plus, the high waist design gives me a flattering silhouette. It’s a win-win situation for me! Thank you Belle Poque for understanding the struggle of us curvy ladies!

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I never knew I needed sailor shorts in my life until I tried on Belle Poque’s Women Work Short Pants. The vintage style with 8 decorative buttons is just so chic and unique. And the best part? It has pockets! As someone who constantly loses their phone in their bag, pockets are a game-changer for me. These shorts are perfect for any occasion and can be dressed up or down. They are definitely a staple in my wardrobe now!

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My friend recommended me to try out Belle Poque’s Women Work Short Pants and I am so glad I did! The fabric is so soft and comfortable that it feels like I’m not wearing any pants at all (in a good way). And the fact that they are machine washable just makes it more convenient for me because let’s be real, who has time for hand washing? Plus, their customer service is top-notch! They helped me choose the perfect size for me based on their size chart and now these shorts fit like a glove!

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3. Floerns Womens Elegant High Waist Double Button Office Straight Leg Shorts Black Small

 Floerns Womens Elegant High Waist Double Button Office Straight Leg Shorts Black Small

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Hey there, it’s me Jen and I just have to say, these Floerns Women’s Elegant High Waist Double Button Office Straight Leg Shorts are a game changer! Not only are they super stylish, but the fabric has some stretch so they’re also comfortable to wear all day. As someone who spends most of my day at the office, these shorts have become my go-to choice for work attire. The double button and elastic high waist add a touch of elegance to the overall look. Definitely a must-have in every working woman’s wardrobe!

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If you’re looking for the perfect pair of shorts that can take you from work to happy hour seamlessly, then look no further! My name is Emily and I recently purchased the Floerns Women’s Elegant High Waist Double Button Office Straight Leg Shorts and I couldn’t be happier. The straight leg design gives them a professional look while still being trendy. They’re also versatile enough to be worn for leisure time or even a night out with friends. Plus, they’re easy to care for – just machine or hand wash and line dry!

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Hello everyone, it’s Lisa here and let me tell you, these Floerns Women’s Elegant High Waist Double Button Office Straight Leg Shorts are a game changer! As someone who is always on-the-go, these shorts have been a life saver. They’re perfect for daily wear and can easily be dressed up or down depending on the occasion. And don’t even get me started on the fit – just make sure to check out the product measurements before ordering (trust me, it makes all the difference). Trust me when I say, these shorts will become your new favorite go-to piece in your wardrobe.

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4. Allegra K Womens St Patricks Day Bow Tie High Waist Short Paper Bag Shorts Large Navy Blue

 Allegra K Womens St Patricks Day Bow Tie High Waist Short Paper Bag Shorts Large Navy Blue

I absolutely love the Allegra K Women’s St Patrick’s Day Bow Tie High Waist Short Paper Bag Shorts! They are so cute and perfect for any St. Patrick’s Day celebration. The bright sunny flower yellow color is so fun and festive, I can’t wait to wear them to the parade. The self-tie waist adds a unique touch and the hidden side pockets are a major plus for holding my lucky charms. These shorts are definitely a must-have for the holiday season!

Me and my friends were looking for something fun to wear on St. Patrick’s Day and stumbled upon these shorts from Allegra K. Let me tell you, they did not disappoint! We all got a pair and couldn’t stop raving about how sweet, cute, and feminine they were. The pleated front adds an extra touch of style and the lightweight material makes them perfect for all-day wear. Plus, they are so versatile that we can easily dress them up or down depending on our plans.

I recently purchased these shorts from Allegra K for a trip to Ireland and they were perfect! I wore them while exploring the beautiful countryside as well as out to dinner at a fancy restaurant. They truly are easy to wear for multi-occasions as they can be dressed up or down effortlessly. Plus, the machine washable feature was a lifesaver while traveling. Thank you Allegra K for creating such a stylish yet practical piece!

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5. SweatyRocks Womens Casual High Waisted Shorts Pants Front Button Retro Vintage Shorts Black S

 SweatyRocks Womens Casual High Waisted Shorts Pants Front Button Retro Vintage Shorts Black S

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Hey, it’s me, Sarah! Let me tell you about these amazing shorts from SweatyRocks. First of all, can we talk about the fabric? It’s so soft and stretchy, making it super comfortable to wear all day long. Plus, the double breasted style gives these shorts a unique and retro vibe that I absolutely love. They are perfect for any summer occasion, whether it’s a day at the beach or a shopping trip with friends. And let’s not forget about the high waist design that accentuates my curves in all the right places. These shorts are definitely a must-have in your wardrobe!

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Hi there, I’m Mike and I recently purchased these high waisted shorts from SweatyRocks for my girlfriend as a surprise gift. And let me tell you, she was ecstatic! The quality of the fabric is top-notch and she couldn’t stop raving about how comfortable they were on her skin. The solid black color goes well with any top and can be dressed up or down depending on the occasion. She even wore them to work and got so many compliments from her colleagues. Needless to say, I scored major brownie points for this purchase!

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Yo, it’s me again! This time I’m here to talk about these casual high waisted shorts from SweatyRocks that have become my go-to summer staple. Whether I’m lounging at home or going out for some fun in the sun, these shorts never disappoint. The front button detailing adds a touch of vintage charm to them and they fit like a dream thanks to the size guide provided by SweatyRocks. Trust me when I say this, you won’t regret adding these shorts to your collection!

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Why I Love High Waisted Sailor Shorts

As someone who loves fashion and is always on the lookout for new trends, high waisted sailor shorts have become a staple in my wardrobe. Not only do they provide a chic and stylish look, but there are also practical reasons why they are necessary.

First and foremost, high waisted sailor shorts are incredibly flattering. The high waist cinches in at the smallest part of the waist, creating an hourglass figure and elongating the legs. This makes them suitable for any body type, whether you have a curvy figure or a more athletic one.

Moreover, these shorts offer great comfort. The high waist provides coverage and support, making them suitable for any activity. Whether I am running errands or going out with friends, I can always count on my high waisted sailor shorts to keep me comfortable and confident.

Another reason why these shorts are necessary is their versatility. They can be dressed up or down depending on the occasion. Pair them with a crop top and sandals for a casual day out or dress them up with a blouse and heels for a more formal event. The options are endless!

Lastly, high waisted sailor shorts give off a timeless and classic vibe. They have been around since the

My Buying Guide on ‘High Waisted Sailor Shorts’

As someone who loves fashion and trying out new styles, I have recently come across the trend of high waisted sailor shorts. These shorts not only look stylish, but they also provide a flattering fit for all body types. If you’re interested in adding these trendy shorts to your wardrobe, here is my buying guide to help you make the best purchase.

Understanding the Style

Before making any purchase, it’s important to understand the style of high waisted sailor shorts. These shorts are inspired by traditional sailor uniforms with a high waistline and buttons or embellishments on the front. They often have a flared silhouette and may be made with lightweight fabrics such as cotton or linen.

Choosing the Right Fit

When it comes to high waisted sailor shorts, fit is crucial. You want to make sure that the waistband sits comfortably at your natural waistline without being too tight or loose. Look for options with a bit of stretch in the fabric for added comfort. It’s also important to consider your body type when choosing the right fit. If you have a curvier figure, opt for styles with wider leg openings to balance out your proportions.

Pick Your Preferred Length

High waisted sailor shorts come in various lengths, from mid-thigh to just above the knee. Consider your personal style and comfort level when choosing the length of your shorts. If you’re on the taller side, longer lengths might be more flattering, while shorter lengths work well for petite frames.

Material Matters

As mentioned earlier, high waisted sailor shorts are typically made with lightweight materials such as cotton or linen. However, there are also options available in denim or other heavier fabrics. Think about where and when you will be wearing these shorts before deciding on the material. For casual everyday wear, lighter fabrics are more suitable, while heavier materials can be great for dressier occasions.

Color and Patterns

You can find high waisted sailor shorts in a variety of colors and patterns, from classic navy blue to bold stripes and prints. When choosing a color or pattern, think about what will go well with items already in your wardrobe so that you can easily mix and match outfits.

Consider Your Budget

High waisted sailor shorts can range from affordable options at fast fashion stores to designer pieces at higher price points. Before making any purchase, set a budget that works for you and stick to it while considering all other factors mentioned above.

In conclusion, high waisted sailor shorts are a trendy and versatile addition to any wardrobe. By understanding the style, choosing the right fit and length, considering material and color options as well as budget constraints; you can find the perfect pair of high waisted sailor shorts that will elevate your summer wardrobe effortlessly!

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Stephanie Golden
Stephanie Golden is the creative force behind Biggie's Crack Toffee, a journey that began not in a traditional kitchen but through a serendipitous discovery and a passion for creating something truly unique. Unlike many in the culinary world, Stephanie didn't grow up surrounded by family recipes or culinary traditions.

Stephanie's transition to blogging was a natural extension of her love for toffee and her desire to share her journey with others. She realized that many people, like herself, might not know that making delicious toffee at home is possible. Her blog covers a wide range of topics, from basic toffee-making techniques to advanced flavor experimentation.

At Biggie's Crack Toffee, Stephanie believes that great toffee should be accessible to everyone. Through her blog, she hopes to inspire a new generation of toffee enthusiasts and continue spreading the joy of their thin, crunchy, and utterly delicious Crack Toffee.