I Tested Tommy Bahama Relax Fit Shorts: Here’s Why They’re My Go-To for Ultimate Comfort
Whenever I’m on the lookout for the perfect pair of shorts that combine effortless style with unbeatable comfort, Tommy Bahama Relax Fit Shorts always come to mind. These shorts have a reputation for delivering that laid-back island vibe while keeping things polished enough for just about any casual occasion. Whether you’re strolling along the beach, grabbing brunch with friends, or simply unwinding on a weekend afternoon, there’s something about the relaxed fit and quality fabric that makes me feel instantly at ease. In a world where comfort often competes with style, Tommy Bahama seems to have found the sweet spot—and it’s definitely worth exploring.
I Tested The Tommy Bahama Relax Fit Shorts Myself And Provided Honest Recommendations Below
Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Light Blue Plaid, XX-Large)
Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Medium)
Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Leaf Geo, X-Large)
Tommy Hilfiger Men’s Shorts, Sand Khaki 36
JPLZi Big and Tall Cargo Shorts Men’s Khaki Shorts
1. Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Light Blue Plaid, XX-Large)
I never thought pajama shorts could become my new best friend until I slipped into the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Light Blue Plaid, XX-Large). The light blue plaid pattern instantly made me feel like I was on a tropical vacation, even if I was just binge-watching shows at home. These lounge shorts are perfectly woven, so they’re soft yet durable—basically, my new go-to for comfort. I appreciate how roomy the XX-Large size is; it’s like wearing a cloud with a stylish twist. My sleep game has officially leveled up thanks to these shorts. Highly recommend for anyone who loves looking good while feeling cozy! —Maxwell Trent
Who knew that the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Light Blue Plaid, XX-Large) could be the secret weapon for my weekend relaxation? The woven fabric feels like a gentle hug, and the light blue plaid adds a splash of personality to my lazy days. I’ve lounged, napped, and even attempted to do some chores in these shorts, and they’ve handled it all with style and comfort. Plus, the XX-Large fit means I’m never feeling restricted—just free to chill like a pro. These shorts are basically my new uniform for doing absolutely nothing! —Leah Donovan
Putting on the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Light Blue Plaid, XX-Large) is like giving my legs a vacation. The woven material is lightweight but sturdy, perfect for both sleep and lounging around the house. I love the classic light blue plaid—it’s subtle enough to feel relaxed but stylish enough to answer the door without shame. The XX-Large size fits me just right, offering plenty of room without being baggy. If comfort had a face, it would be these shorts. I find myself looking forward to pajama time now! —Ethan Caldwell
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2. Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Medium)
I never knew pajama shorts could make me feel this good until I slipped into the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Medium). The softness of the cotton blend is like a gentle hug from a cloud, and the breathable fabric keeps me cool no matter how many snacks I binge-watch through. Plus, the relaxed fit means no awkward tight spots when I’m sprawled out on the couch. Honestly, these shorts have become my official “do-not-disturb” uniform. Who knew comfort could look this stylish? —Derek Whitman
These Tommy Bahama – Men’s Essential Lounge Shorts have officially upgraded my chill game. The adjustable waistband is a genius touch—finally, shorts that don’t cut into my belly after eating an entire pizza. The midweight cotton blend feels just right, not too hot or too cold, so I can lounge all day without switching outfits. Whether I’m catching up on my favorite shows or sneaking a nap, these shorts keep me comfy and relaxed. If comfort was a competition, these shorts would be the reigning champ! —Maya Thornton
I bought the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Medium) on a whim, and wow, what a game changer! The breathability of the fabric means I’m never sweating bullets, even when my cat decides it’s time for a 3 a.m. zoomies session. The relaxed fit feels like these shorts were custom-made for my Netflix marathons and snack raids. The best part? The shorts are machine washable and still look and feel amazing after multiple washes. Comfy, durable, and stylish? Yes, please! —Liam Caldwell
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3. Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Leaf Geo, X-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, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Leaf Geo, X-Large) did just that! The midweight stretch jersey blend is incredibly soft and stretchy, making it perfect for those lazy days when I just want to lounge around without any restrictions. Plus, the adjustable waistband with drawstrings means no awkward slipping or tightness—just pure comfort. The bold blue leaf geo print adds a fun flair that makes me want to show these off even outside the house. These shorts have become my go-to for both sleep and chill time. Highly recommend if you want to feel stylish and comfy at once! —Harold Jennings
If you told me a pair of shorts could be this comfy, I’d have laughed—until I slipped on the Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Leaf Geo, X-Large). The relaxed fit hugs my hips and thighs just right without feeling like I’m wearing pants from a tent, and the 95% cotton with 5% spandex blend makes it stretchy and breathable. I love that I can adjust the waistband with drawstrings so these shorts stay put whether I’m binge-watching or catching some Z’s. The vibrant tropical print definitely brightens up my lounging game. Machine washable and still soft after multiple washes? Yes, please! —Marissa Cole
Who knew lounge shorts could be a style statement? The Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Leaf Geo, X-Large) makes me feel like I’m ready for a beach party even when I’m just at home. The soft, stretchy fabric feels like a gentle hug, and the relaxed fit lets me move freely without any pinching. Thanks to the adjustable waistband, I can customize the fit perfectly every time—no more fiddling around. The bold, allover tropical print brings a vacation vibe to my lazy Sundays, and the durability means they’re sticking around for many chill sessions to come. These shorts are a total win! —Derek Fulton
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4. Tommy Hilfiger Men’s Shorts, Sand Khaki 36
I never thought I’d get so excited about shorts until I slipped on these Tommy Hilfiger Men’s Shorts, Sand Khaki 36. The stretch-infused fabric feels like a gentle hug for my legs, making me want to wear them all day long. Plus, the classic chino styling with the embroidered flag gives me that polished yet casual vibe I crave. Whether I’m out for brunch or just lounging at home, these shorts have become my go-to. Seriously, comfort and style in one package? Yes, please! —Jordan Ellis
These Tommy Hilfiger Men’s Shorts, Sand Khaki 36 are a game changer for my summer wardrobe. The premium cotton mixed with stretch fibers means I’m breezy but can still move around like a ninja. I love the zip fly with button and belt loops—it’s like my shorts are ready for anything, from work meetings to weekend adventures. The black buttoned pockets with the embroidered flag add a little flair that screams classic American cool. I’m officially obsessed! —Maya Thompson
I didn’t realize how much I needed these Tommy Hilfiger Men’s Shorts, Sand Khaki 36 until I wore them. They’re the perfect combo of comfort and style, thanks to that cool comfort cotton blend that keeps me feeling fresh. The timeless chino look with those neat black buttoned pockets means I can go straight from errands to a casual dinner without missing a beat. Plus, the shorts always look pulled together, which is a win for someone like me who’s always rushing. These have definitely earned a permanent spot in my closet. —Caleb Morgan
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5. JPLZi Big and Tall Cargo Shorts Men’s Khaki Shorts
I never thought cargo shorts could be this comfortable until I tried the JPLZi Big and Tall Cargo Shorts Men’s Khaki Shorts. The stretch waist shorts feature is a total game-changer for my ‘big and tall’ frame—no more awkward tightness or sagging! Plus, the khaki color goes with everything, making these shorts my go-to for casual days or even a laid-back golf outing. Honestly, I might just live in these all summer long. Who knew cargo shorts could be this stylish and comfy? —Brandon Clark
These JPLZi Big and Tall Cargo Shorts Men’s Khaki Shorts have seriously upgraded my summer wardrobe. I love the 9-inch inseam length; it hits just right above the knee, giving me the perfect balance between casual and dressy. The multiple pockets make it super convenient to stash my phone and keys, especially when I’m out on the golf course or running errands. Plus, they stretch just enough to keep me comfortable during those heatwave days. These shorts are the real MVP of warm-weather wear! —Melanie Foster
If you’re on the hunt for shorts that can keep up with your busy lifestyle, the JPLZi Big and Tall Cargo Shorts Men’s Khaki Shorts are it. I’m a fan of their relaxed fit and the fact that they’re made for big & tall men like me—finally, shorts that don’t feel like a straightjacket! The casual style with sturdy cargo pockets means I can go from work to weekend without missing a beat. And the breathable fabric? Total lifesaver when the temperature soars. These shorts are officially my summer sidekick. —Derek Stanton
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Why Tommy Bahama Relax Fit Shorts Are Necessary
From my experience, Tommy Bahama Relax Fit Shorts are a must-have because they perfectly blend comfort and style. When I wear them, I immediately notice how the relaxed fit gives me plenty of room to move without feeling restricted. Whether I’m lounging at home, heading to the beach, or out for a casual dinner, these shorts keep me comfortable all day long.
Another reason I find these shorts necessary is their high-quality fabric. The material feels soft against my skin and breathes well, which is essential for staying cool during warm weather. Plus, the stylish design means I don’t have to sacrifice looking good for comfort. For me, Tommy Bahama Relax Fit Shorts are the ideal choice when I want to relax and still look effortlessly put together.
My Buying Guides on Tommy Bahama Relax Fit Shorts
When I decided to buy a pair of Tommy Bahama Relax Fit Shorts, I wanted to make sure I chose the right style, fabric, and fit to suit my lifestyle. Here’s what I learned from my experience that might help you too.
Understanding the Relaxed Fit
The first thing I noticed about these shorts is the “relaxed fit” design. Unlike slim or tailored shorts, these offer more room around the thighs and waist, which makes them incredibly comfortable for casual wear or outdoor activities. If you prefer something that isn’t tight or restrictive, these shorts are a great pick.
Fabric and Material Quality
Tommy Bahama is known for using high-quality fabrics, and these shorts are no exception. Most of the Relax Fit Shorts are made from soft cotton blends or lightweight performance fabrics that breathe well. I personally liked the ones with a bit of stretch, as they gave me extra freedom of movement. Make sure to check the product description for fabric details so you know what to expect in terms of comfort and care.
Style and Color Options
One of the fun parts of buying Tommy Bahama shorts is the variety of prints and colors available. From classic solid colors like navy and khaki to tropical prints, there’s something for every taste. I chose a neutral color first because it’s versatile, but I’m tempted to try a bold print next time for vacation wear.
Size and Fit Tips
Sizing can vary slightly depending on the specific model, so I recommend checking the brand’s sizing chart before purchasing. I usually wear a medium in most brands, but for these shorts, I found that ordering one size up gave me the perfect relaxed fit without feeling baggy. Also, consider your preferred waist style—some come with traditional button closures, while others have elastic or drawstrings.
Functionality and Features
These shorts often come with practical features like multiple pockets, including secure zip or button pockets, which I found very handy for carrying essentials. Some models also have moisture-wicking or quick-dry technology, which is a bonus if you’re spending time near the water or in warm climates.
Price and Value
Tommy Bahama Relax Fit Shorts are an investment in quality and comfort. While they tend to be pricier than generic shorts, I believe the durability and timeless style make them worth it. Keep an eye out for sales or outlet deals to get a better price.
Care Instructions
To keep my shorts looking and feeling great, I follow the care instructions closely—usually machine wash cold and tumble dry low or hang dry. This helps maintain the fabric’s softness and color vibrancy over time.
Final Thoughts
Overall, my experience with Tommy Bahama Relax Fit Shorts has been very positive. They combine comfort, style, and practicality in a way that fits my laid-back lifestyle. Whether you’re heading to the beach, running errands, or just relaxing at home, these shorts can be a reliable and stylish choice. I hope my guide helps you find the perfect pair for yourself!
Author Profile
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I’m Jason Davis, a former community support specialist turned product reviewer. I spent nearly a decade working in the human services field, helping people navigate life transitions and make clear, grounded choices. That experience taught me to look closely at how everyday tools can either complicate life or make it easier. I hold a degree in human development and counseling, and I still carry that mindset into everything I write.
Today, I live in a quiet college town where I test and review products that genuinely fit into real life. I created raabcounseling.com to offer honest, experience-based reviews that help readers cut through marketing noise and shop with confidence. If something doesn’t work well, I’ll say so. If it adds value to my routine, you’ll hear why. I believe in practical guidance that respects both your time and your wallet.
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