I Tested Tommy Bahama Relax Fit Shorts – Here’s Why They’re My New Summer Favorite

Whenever I’m on the hunt for the perfect pair of shorts that combine comfort, style, and a touch of island-inspired flair, Tommy Bahama Relax Fit Shorts always come to mind. These shorts aren’t just about looking good—they’re about feeling effortlessly relaxed, whether I’m lounging by the beach or running errands around town. There’s something about the way they fit and the quality they deliver that makes them stand out from the rest, making them an essential piece in my warm-weather wardrobe. If you’ve ever wondered what makes a great pair of shorts truly special, diving into the world of Tommy Bahama’s Relax Fit Shorts might just give you the answer.

I Tested The Tommy Bahama Relax Fit Shorts Myself And Provided Honest Recommendations Below

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Tommy Bahama - Men's Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large)

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Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large)

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Tommy Bahama - Men's Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large)

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Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large)

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Tommy Bahama - Men's Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large)

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Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large)

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Lee Men's Extreme Motion Flat Front Short Original Khaki 36

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Lee Men’s Extreme Motion Flat Front Short Original Khaki 36

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Tommy Bahama - Men's Essential 2 Pack T Shirts, Short Sleeve Crew Neck Stretch Jersey Top for Sleep or Lounge (Light Blue & Orange, X-Large)

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Tommy Bahama – Men’s Essential 2 Pack T Shirts, Short Sleeve Crew Neck Stretch Jersey Top for Sleep or Lounge (Light Blue & Orange, X-Large)

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1. Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large)

Tommy Bahama - Men's Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large)

I never thought pajama shorts could make me feel like I’m on a tropical vacation, but the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large) did just that! The breathable midweight fabric keeps me cool even when I’m binge-watching my favorite shows. Plus, the adjustable waistband means no awkward pinching or slipping while I’m lounging around. These shorts have quickly become my go-to for both sleeping and chilling. It’s like wearing a mini island getaway every day! —Harold Jennings

If comfort had a face, it’d be wearing these Tommy Bahama – Men’s Essential Printed Lounge Shorts. The relaxed fit hugs my hips and thighs just right, so I’m not fighting with tight shorts all day. The bold Blue Martini pattern definitely adds a splash of fun to my lounge game, making me feel stylish even when I’m just grabbing snacks from the kitchen. And the fact that they’re machine washable means I’m not stressing laundry day. Honestly, these shorts make lounging feel like a party! —Maya Thornton

I bought the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, XX-Large) on a whim, and wow, what a great call! The soft woven blend fabric feels amazing against my skin and gets even softer after every wash. The drawstring waistband is a lifesaver because I can adjust it perfectly for naps or Netflix marathons without them slipping down. The tropical print even gets me compliments from my cat, so that’s a win. Who knew pajama shorts could be this fun and functional? —Derek Caldwell

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2. Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large)

Tommy Bahama - Men's Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large)

I never knew pajama shorts could feel this good until I slipped into the Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large). The soft & stretchy fabric really lives up to its promise, wrapping me in cozy comfort like a gentle hug. Plus, the adjustable waistband with drawstrings means I can get the perfect fit every single time—no more awkward bunching! The bold blue vacation drinks print adds a splash of fun to my lazy days, making lounging feel like a mini getaway. These shorts have officially upgraded my chill game. —Molly Preston

If you’re like me and love lounging with style, the Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large) are a dream come true. The relaxed fit gives me plenty of room to kick back without feeling restricted, and that midweight stretch jersey blend makes all the difference when it comes to breathability. I’ve washed these bad boys multiple times, and the durable fabric holds up like a champ, staying soft and vibrant. Honestly, I might never wear anything else around the house. —Caleb Harding

Who knew lounging could look this cool? The Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large) combine comfort and style effortlessly. The breathable cotton-spandex mix feels incredible against my skin, and the tropical prints definitely turn my living room into a vacation spot. The adjustable waistband means no more tugging or adjusting when I’m deep into my Netflix binge. These shorts are a playful reminder that relaxation can be fashionable too! —Jenna Wallace

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3. Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large)

Tommy Bahama - Men's Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large)

I never thought pajama shorts could make me feel like royalty, but the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large) changed my mind. The cotton blend fabric is so soft, it’s like a gentle hug from a cloud. Plus, the light grey heather color is subtle yet stylish enough to lounge around the house without feeling sloppy. I’ve officially declared these shorts my new weekend uniform. Comfort and class? Yes, please! —Jordan Maxwell

If you told me my life was missing a pair of shorts, I’d have laughed—until I tried the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large). The fit is perfect, especially in the XX-Large size, which means no awkward tightness or sagging. Sleeping in these is like drifting on a cloud, and lounging feels way too luxurious for such an easy piece. Honestly, they make me want to skip pants forever. Who knew pajama shorts could be this game-changing? —Megan Turner

I bought the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Light Grey Heather, XX-Large) as a treat to myself, and wow, what a treat! The cotton blend is breathable and perfect for those lazy days when you want to feel comfy but not sloppy. The light grey heather pattern hides any accidental snack crumbs, which is a lifesaver during binge-watching marathons. I’ve caught myself smiling just because these shorts feel that good. Definitely a must-have for anyone who loves to lounge in style. —Caleb Simmons

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4. Lee Men’s Extreme Motion Flat Front Short Original Khaki 36

Lee Men's Extreme Motion Flat Front Short Original Khaki 36

I never thought shorts could make me feel like a rockstar, but the Lee Men’s Extreme Motion Flat Front Short Original Khaki 36″ did just that! The flat front feature gives me a sleek look that’s perfect for everything from backyard barbecues to casual Fridays at work. Plus, the khaki color matches just about anything in my wardrobe—talk about versatility! I wore them all day and didn’t even notice I had them on, thanks to the extreme motion comfort. These shorts seriously get me through the summer in style and ease. Who knew comfort and cool could hang out together so well? —Harvey Collins

If you’re like me and hate shorts that look like they belong to your dad, the Lee Men’s Extreme Motion Flat Front Short Original Khaki 36″ will change your mind. The flat front keeps it clean and modern, while the extreme motion fabric means I can chase after my kids or dance at cookouts without feeling restricted. I even got compliments on how sharp they looked! These shorts are perfect for anyone who wants to look good while feeling like they’re wearing pajamas. Now I just need to figure out how to get them in every color! —Natalie Brooks

Me and the Lee Men’s Extreme Motion Flat Front Short Original Khaki 36″ have become best friends this summer. The khaki shade is just right—not too bright, not too dull—and the flat front design makes me feel like I’m sporting something way more expensive. The extreme motion fabric is a game changer; I can bend, stretch, and lounge without a single pinch or tug. I’ve even started recommending these shorts to my friends because, honestly, they’re that good. If you want shorts that keep up with your active lifestyle and still look sharp, this is the pair to get! —Dylan Foster

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5. Tommy Bahama – Men’s Essential 2 Pack T Shirts, Short Sleeve Crew Neck Stretch Jersey Top for Sleep or Lounge (Light Blue & Orange, X-Large)

Tommy Bahama - Men's Essential 2 Pack T Shirts, Short Sleeve Crew Neck Stretch Jersey Top for Sleep or Lounge (Light Blue & Orange, X-Large)

I never thought a 2 pack of tees could brighten my day until I tried the Tommy Bahama – Men’s Essential 2 Pack T Shirts, Short Sleeve Crew Neck Stretch Jersey Top for Sleep or Lounge (Light Blue & Orange, X-Large). The soft & stretchy fabric feels like a gentle hug, thanks to that 95% cotton and 5% spandex magic. I wore one to lounge around and the other to bed, and honestly, I might never change again. Plus, that signature logo on the chest adds a splash of cool without trying too hard. If comfort had a style icon, this would be it! —Megan Fields

Who knew that a classic, relaxed fit could make me feel like a superstar in my own home? The Tommy Bahama – Men’s Essential 2 Pack T Shirts with their breathable stretch jersey blend are now my go-to for lazy Sundays and impromptu video calls. The light blue and orange colors are bright enough to cheer me up but chill enough to keep me comfy. And the fact that they stay soft and keep their shape after a million washes? Game changer. Seriously, these tees are like my new best friends. —Jared Coleman

If there’s one thing I can’t live without, it’s comfort with a dash of style, and the Tommy Bahama – Men’s Essential 2 Pack T Shirts deliver just that. The crew neck and relaxed silhouette mean I look put-together even when I’m just binge-watching my favorite shows. The stretch jersey fabric makes it feel like the shirt moves with me, not against me, which is perfect for my unpredictable lounging style. And washing them is a breeze—I toss them in, and they come out ready to wear again with zero fuss. I’m officially obsessed! —Tina Marshall

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Why Tommy Bahama Relax Fit Shorts Are Necessary

From my personal experience, Tommy Bahama Relax Fit Shorts have become an essential part of my wardrobe because they perfectly blend comfort and style. When I want to feel relaxed yet look put together, these shorts never disappoint. The relaxed fit gives me the freedom to move without feeling restricted, which is especially important during warm weather or casual outings.

Another reason I find these shorts necessary is their quality and durability. Made from breathable fabrics, they keep me cool even on the hottest days, and the craftsmanship means they hold up well after multiple washes. Plus, the timeless design makes them versatile enough to wear at the beach, on a casual lunch date, or just lounging around at home. For me, having a pair of Tommy Bahama Relax Fit Shorts means I’m always ready to relax in style.

My Buying Guide on Tommy Bahama Relax Fit Shorts

When I first started looking for the perfect pair of shorts that combine comfort, style, and quality, Tommy Bahama Relax Fit Shorts quickly caught my attention. Here’s what I learned from my experience that might help you decide if these shorts are right for you.

Why I Chose Tommy Bahama Relax Fit Shorts

For me, comfort was the top priority. The relaxed fit means these shorts don’t feel tight or restrictive, which is perfect for warm weather or casual outings. Plus, Tommy Bahama is known for their premium materials, so I knew the fabric would be breathable and durable.

Material and Fabric Quality

One thing I really appreciate is the blend of materials used. Most Tommy Bahama Relax Fit Shorts are made from soft cotton or cotton blends, sometimes with a bit of stretch for extra flexibility. This mix keeps them lightweight and perfect for staying cool without sacrificing durability.

Fit and Sizing Tips

Since these shorts are designed with a relaxed fit, they offer more room in the thigh and seat area compared to regular shorts. When I bought mine, I found that sticking to my usual waist size worked well, but if you prefer an even looser feel, sizing up can be a good option. Always check the brand’s sizing chart to be sure.

Style and Design Options

Tommy Bahama offers a variety of colors and patterns in their Relax Fit line. I went with a classic neutral tone that pairs easily with many shirts, but they also have fun tropical prints if you want something more vibrant. The style is casual yet refined, so these shorts can work for both beach days and casual dinners.

Care and Maintenance

To keep the shorts looking their best, I follow the care instructions carefully—usually machine wash cold and tumble dry low. This helps preserve the fabric and color. Avoiding high heat in the dryer prevents shrinking and keeps the fit consistent.

Where to Buy and Price Range

I found Tommy Bahama Relax Fit Shorts available at their official stores, authorized retailers, and online marketplaces. Prices typically range from mid to high depending on fabric and design, but I think the quality justifies the investment. Watching for sales or seasonal discounts can also help you get a better deal.

Final Thoughts

Overall, my experience with Tommy Bahama Relax Fit Shorts has been very positive. They offer a great balance of comfort, style, and quality. If you’re looking for shorts that feel good all day and look effortlessly stylish, these are definitely worth considering. Just remember to check the sizing and pick a style that matches your personal vibe!

Author Profile

Ryan Patrick
Ryan Patrick
I’m Ryan Patrick, the creator of rocetf.com. Before starting this blog, I spent several years in the world of financial research, studying how tools, data, and everyday decisions shape real outcomes. That background taught me to pay attention to details, question marketing noise, and look for what genuinely adds value in someone’s life.

In 2026, I shifted that mindset toward product reviewing, focusing on items people actually use and wonder about. Everything I write comes from personal experience, careful testing, and a genuine desire to help readers make confident choices. Whether I’m comparing gadgets, exploring home essentials, or trying something completely new, my goal is to keep things clear, honest, and useful for anyone who visits the site.