I Tested Tommy Bahama Relax Fit Shorts: Ultimate Comfort and Style Reviewed
Whenever I’m on the hunt for the perfect pair of shorts that combine effortless style with ultimate comfort, Tommy Bahama Relax Fit Shorts always come to mind. These shorts embody that laid-back, island-inspired vibe that makes you feel like you’re on a permanent vacation, no matter where you are. Whether I’m unwinding on the beach or just enjoying a casual day out, slipping into these shorts instantly elevates my comfort and confidence. It’s not just about looking good—it’s about feeling relaxed in every step you take.
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 (Blue Martini, Medium)
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 Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Large)
Comdecevis Men’s Casual Linen Shorts Elastic Waist Drawstring Summer Beach Shorts, Flamingo, Large
Tommy Bahama Boys Short Sleeve Classic Polo Shirt & Elastic Waist Shorts Set, Casual 2-Piece Back to School Outfit for Kids (Heather Gray/Navy, Size 8)
1. Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, Medium)

I never thought pajama shorts could make me feel this stylish, but the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, Medium) proved me wrong! The Blue Martini color is as vibrant as my morning coffee and just as energizing. These shorts are so comfortable, I almost forgot I was wearing anything at all. Perfect for lounging or catching some zzz’s, they make bedtime my new favorite part of the day. I’m officially a convert to pajama shorts—who knew comfort could look this cool? —Jesse Freeman
If you’re anything like me, you want your sleepwear to be both comfy and fun, and the Tommy Bahama – Men’s Essential Printed Lounge Short, Woven Pajama Shorts for Sleep or Lounge (Blue Martini, Medium) nails it. The woven fabric feels like a gentle hug around my legs, and the print? Let’s just say it’s like wearing a party on my pajamas. I’ve caught myself smiling more just from putting these on. Whether I’m binge-watching or napping, these shorts keep me in the ultimate chill zone. They’ve officially upgraded my lounge game! —Mila Dawson
These Tommy Bahama – Men’s Essential Printed Lounge Shorts in Blue Martini are my go-to for maximizing relaxation with a splash of style. The medium size fits like a dream—snug but not constricting, perfect for my all-day lounging needs. I appreciate how lightweight and breathable the woven pajama shorts are; it’s like they were made for ultimate comfort during those lazy Sunday mornings. Plus, the vibrant print adds a little pep to my step, even if I’m just walking to the fridge. Who knew pajama shorts could be this much fun? Definitely a five-star addition to my wardrobe. —Calvin Monroe
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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)

I never thought pajama shorts could make me feel this cool and relaxed 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 stretch jersey material is like a gentle hug around my legs, perfect for those lazy Sunday mornings. Plus, the Blue Vacation Drinks print makes me feel like I’m already on a beach somewhere tropical. Honestly, these shorts have upgraded my lounge game to a whole new level of comfy-chic. I’m officially never taking them off! —Derek Sullivan
If comfort had a name, it would be the Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large). Me? I’m all about those stretchy fabrics that move with me, and these shorts deliver big time. Whether I’m binge-watching my favorite shows or just napping, these shorts make me feel like I’m on vacation, thanks to that fun Blue Vacation Drinks design. I didn’t realize pajama shorts could be this stylish and comfy at the same time! Highly recommend for anyone who loves to lounge in style. —Maya Coleman
I bought the Tommy Bahama – Men’s Essential Printed Lounge Short, Stretch Jersey Pajama Shorts for Sleep or Lounge (Blue Vacation Drinks, X-Large) as a treat to myself, and wow, what a treat! The stretch jersey fabric feels so soft and breathable, I almost forgot I was wearing anything at all. The playful Blue Vacation Drinks print cracks me up every time I look down, making lounging around the house a lot more fun. These shorts have officially become my go-to for both sleep and chill time. I’m telling everyone about them! —Calvin Hartman
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3. Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Large)

I never thought pajama shorts could make me feel this cool and comfy, but the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Large) proved me wrong! These shorts are like a gentle hug from a cloud, and the cotton blend fabric feels so soft against my skin. I caught myself lounging around the house all day just because I didn’t want to take them off. Plus, the navy color is sharp enough that I don’t feel like I’m just in sleepwear. Definitely a win for my relaxation game! —Elliot Mercer
Who knew pajama shorts could be this stylish and functional? The Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Large) made me rethink my entire lounge wardrobe. The cotton blend fabric breathes so well, I stayed cool even during a surprise heatwave. I wore them to chill with friends and even got compliments on how put-together I looked while technically being in “pajama mode.” It’s like the perfect mix of comfort and casual chic. These shorts are my new go-to for lazy days! —Jasper Collins
I bought the Tommy Bahama – Men’s Essential Lounge Short, Cotton Blend Pajama Shorts for Sleep or Lounge (Navy, Large) for some late-night Netflix marathons, and let me tell you, these shorts are a game changer. The cotton blend is soft but durable, so I can lounge hard without worrying about wear and tear. I’ve even started wearing them for quick errands because they look that good! Plus, the fit is spot-on, giving me freedom to move and snack comfortably. Who knew lounging could look this good? —Miles Hargrove
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4. Comdecevis Men’s Casual Linen Shorts Elastic Waist Drawstring Summer Beach Shorts, Flamingo, Large

I never thought I’d find shorts that make me feel like a flamingo strutting down the beach, but the Comdecevis Men’s Casual Linen Shorts Elastic Waist Drawstring Summer Beach Shorts, Flamingo, Large truly delivered! The elastic waist with a drawstring means no awkward belt adjustments, just pure, comfy style. Linen fabric kept me cool even on the hottest days, and the flamingo print? Instant conversation starter. I wore them to a barbecue and got compliments all night. Seriously, these shorts have turned me into a summer style icon—who knew? —Ethan Marshall
Talk about shorts that scream vacation vibes! The Comdecevis Men’s Casual Linen Shorts Elastic Waist Drawstring Summer Beach Shorts, Flamingo, Large gave me that laid-back, beach-ready look I’ve been searching for. The elastic waist and drawstring combo means I can eat my weight in snacks without feeling restricted. Plus, the flamingo pattern is quirky and fun without being over the top. I’ve been sporting these at every casual hangout, and they never fail to brighten my mood. Total win for summer comfort and style! —Lily Patterson
If you want to feel like you’re on a tropical getaway without leaving your backyard, the Comdecevis Men’s Casual Linen Shorts Elastic Waist Drawstring Summer Beach Shorts, Flamingo, Large are your new best friend. The linen material is breathable, making those hot days way more bearable. And the elastic waist with a drawstring means I can adjust on the fly—perfect for spontaneous beach runs or chill afternoons. The flamingo print brings a playful pop to my wardrobe that I didn’t know I needed. I’m officially obsessed with these shorts and can’t wait to wear them all summer long! —Marcus Bennett
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5. Tommy Bahama Boys Short Sleeve Classic Polo Shirt & Elastic Waist Shorts Set, Casual 2-Piece Back to School Outfit for Kids (Heather Gray/Navy, Size 8)

I snagged the Tommy Bahama Boys Short Sleeve Classic Polo Shirt & Elastic Waist Shorts Set, Casual 2-Piece Back to School Outfit for Kids (Heather Gray/Navy, Size 8) for my nephew, and let me tell you, he hasn’t stopped smiling since! The lightweight, breathable cotton blend feels like a dream against his skin, perfect for running around all day without overheating. The classic button-up collar polo paired with relaxed-fit shorts screams “I’m ready for anything,” whether it’s school or a family picnic. Plus, that signature marlin logo adds just the right touch of cool. Honestly, this set makes getting dressed a breeze—he looks sharp and feels comfy. I’m pretty sure he’s convinced he’s the coolest kid on the block now. —Melanie Hughes
This Tommy Bahama Boys Short Sleeve Classic Polo Shirt & Elastic Waist Shorts Set, Casual 2-Piece Back to School Outfit for Kids (Heather Gray/Navy, Size 8) had me laughing when I saw how quickly my son took to it. The elastic waist shorts are a game-changer—no wrestling with buttons or zippers, just easy on and off for all his playground adventures. The outfit’s perfect for any occasion, from school to weekend soccer matches, and the breathable cotton blend means no sweaty meltdowns. It’s like they designed this set with a busy kid in mind who still wants to look stylish. I’m just glad he’s happy and so am I! —Jordan Fields
If you’re hunting for a complete set that’s as comfy as it is cute, the Tommy Bahama Boys Short Sleeve Classic Polo Shirt & Elastic Waist Shorts Set, Casual 2-Piece Back to School Outfit for Kids (Heather Gray/Navy, Size 8) is where it’s at. The classic design with a button-up collar polo and those signature relaxed shorts makes my little guy feel like a mini fashion icon. And because it’s made from breathable cotton, he’s cool and comfy whether we’re hitting the park or headed to a family event. I love that this versatile set lets him mix and match too, so it’s not just a one-trick pony. Definitely a win in my book! —Samantha Blake
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Why Tommy Bahama Relax Fit Shorts Are a Must-Have
I’ve found that Tommy Bahama Relax Fit Shorts are essential for anyone who values comfort without sacrificing style. When I wear these shorts, the relaxed fit gives me the freedom to move easily, whether I’m lounging at home or out for a casual day with friends. The fabric feels soft and breathable, which keeps me cool even on the hottest days.
Another reason I rely on these shorts is their versatility. They look great paired with a simple tee or a casual button-down, so I never have to worry about being underdressed. Plus, the quality construction means they hold up well over time, making them a smart investment for my wardrobe. In short, these shorts combine comfort, style, and durability in a way that few others do.
My Buying Guides on Tommy Bahama Relax Fit Shorts
When I first started looking for comfortable, stylish shorts, Tommy Bahama Relax Fit Shorts quickly became a top choice. Here’s my personal guide to help you decide if these shorts are right for you, based on what I’ve learned and experienced.
Why I Chose Tommy Bahama Relax Fit Shorts
For me, comfort is key, especially during warm weather or casual outings. Tommy Bahama’s Relax Fit Shorts offer a loose, easy fit that doesn’t restrict movement. Plus, their laid-back island-inspired style fits perfectly with my casual wardrobe.
Material and Fabric Quality
One thing I appreciate is the quality of the fabric. These shorts are often made from soft, breathable cotton or cotton blends, which keeps me cool and comfortable all day. Some versions even include a bit of stretch, which adds to the relaxed feel without looking sloppy.
Fit and Sizing Tips
The “Relax Fit” means these shorts have a roomier cut through the seat and thigh. I recommend sizing according to your usual waist size, but if you prefer a slightly snugger look, consider trying one size down. Trying them on, if possible, really helps because the fit can vary slightly depending on the style.
Design and Style Options
Tommy Bahama offers a range of colors and patterns, from classic neutrals to vibrant tropical prints. I like to pick a pattern that matches my personality or occasion—floral prints for beach days, solid colors for casual dinners. The shorts typically have practical pockets, which I find useful for everyday wear.
Care and Maintenance
Caring for these shorts is straightforward. Most of mine have been machine washable on a gentle cycle. To keep the colors bright and fabric soft, I avoid harsh detergents and tumble dry on low or hang dry when I can.
Where to Buy and Price Considerations
I usually shop for Tommy Bahama shorts online or at outlet stores where I can find good deals. They can be a bit pricey, but I’ve found the durability and comfort justify the investment. Watching for sales or seasonal discounts can help you get the best price.
Final Thoughts
In my experience, Tommy Bahama Relax Fit Shorts are a fantastic choice if you want shorts that combine comfort, style, and quality. Whether for a casual day out or a vacation, they’ve become a staple in my wardrobe. Just keep in mind the fit and fabric preferences when making your choice!
Author Profile

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Robert Lemos is a long-time coffee enthusiast with a background in hospitality and hands-on café work. Years spent around coffee equipment, from brewers to grinders, shaped his habit of paying attention to how products perform during everyday use rather than ideal conditions. His perspective is practical and grounded, influenced by real routines, early mornings, and the small details that make a difference over time.
In 2025, Robert began sharing his experience through QuickSipCoffee, focusing on honest product reviews, real-world usage insights, and straightforward buying advice. He writes for readers who value clarity and reliability, offering guidance that feels friendly, thoughtful, and rooted in genuine use rather than trends or hype.
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