PickSmartly Review

Best 27 Mens Board Shorts in 2026

9.6 PM Score
Products Evaluated
6
Reviews Analyzed
4,948
Brands Ranked
3
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Finding the perfect pair of 27-inch men's board shorts is about more than just picking a loud tropical print. It is about balancing hydrodynamic performance with all-day comfort. Whether you are paddling out for a morning surf session, lounging by a poolside cabana, or navigating a coastal boardwalk, the right pair of shorts acts as a second skin. A poorly chosen pair can lead to chafing, waterlogged weight, or a fit that restricts your range of motion when you need it most. This guide is designed to help you navigate the technical nuances of fabric, length, and construction so you can invest in gear that survives the salt and the sun.

Editor's Choice

Our Top Picks for 27 Mens Board Shorts

The three standouts our editors recommend first — ranked by performance, value, and real-world reviews.

Golf Shorts for Mens Hybrid Boardshorts Stretch Swim Trunks Short Grey - 36

Visive Men's Hybrid Stretch Boardshorts

4.4 (2,102 ratings)
VISIVE BG9820E

Reviews for VISIVE (PM Score)

9.6 PM Score
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  • On Land Or Water This Dual Function Short Is The Best Of Both Worlds All In One Walk Short. Crafted From An Ultra Soft Quick Dry Fabric 72% Polyester 20% Cotton 8% Spandex. We Believe In High Quality and Will Deliver Great Fit and Performance. Designed With 2 Side Slit Pockets And Back Zipper Closure And All Pockets Include Mesh Lining
  • This Style Of Hybrid Shorts For Boy Give You Options. From Every Day Casual Wear, Uniforms, Casual Lounge Wear, Bike Riding, Tropical Vacation, Beach and a Perfect Gift Idea for any event like: Birthdays etc
  • Hybrid Shorts Are Used For Being In The Water Or Being Worn As Casual Walk shorts bathing suits. Stretchy Material Is Comfortable And Quick Dry Fit Amphibians For Swimming. This Style Of Hybrid Short Is Comparable To Your Favorite Brand Hurley, Quicksilver, Billabong, Rip Curl, Oneill.
  • Many Key Essential Colors Design And Sizes For Boys To Choose From For Boardshort . Khaki - Black - Grey - Navy And Sizes Scale: 22 - 23 - 24 - 25 - 26 - 27 - 28 - 29 - 43
  • Pair up Our lightweight flat front submersible Hybrid Swim Trunk Short with your ffavorite Hawaiian Button Up Shirt - Tank Top - Solid Oxford Woven Button Down - Printed T-shirt Or Muscle Tee. Count On Our Amazon Prime Shipping To Receive Your Product On Time!
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
socalclothingstore 9.50 Yes Yes Yes

The ultra-soft texture of the polyester-cotton blend hits you immediately, offering a level of comfort that feels more like high-end loungewear than standard swimwear. These Visive hybrid shorts bridge the gap between a casual walk short and a functional swim trunk perfectly. I found the 8% spandex content provides just enough stretch for active movement, whether you are hitting the golf course or jumping into a pool. The design is thoughtful, featuring mesh-lined pockets and a secure back zipper closure that keeps everything in place. They dry incredibly fast, making them a reliable choice for tropical vacations or a quick transition from a beach session to a casual lunch. You can easily pair these grey trunks with a linen button-up for a polished, effortless summer look.

What We Like
Quick-dry fabric
Four-way stretch
Mesh-lined pockets
Secure back zipper
Dual-function design

Chubbies Men’s Short Shorts 5.5” Inseam, Stretch Casual Chino, Khaki, S

Chubbies Men’s Original Casual Stretch Chino Shorts

4.6 (555 ratings)
CHUBBIES 001089-012 0.98 X 9.06 X 11.02 Inches

Reviews for CHUBBIES (PM Score)

9.6 PM Score
Buy on Amazon
  • CHUBBIES ORIGINAL CASUAL SHORTS: The Chubbie’s Original Casual cotton shorts feature a 5.5” inseam, elastic waist, ultra-stretch fabric, and an updated fit.  These comfortable shorts are perfect for any type of outing: vacation, date-night, boating, golfing, anywhere you need to show off your thighs.
  • WHO WEARS SHORT SHORTS: YOU wear short shorts!  These bad boys have a 5.5" Inseam, just like your dad wore. These shorts showcase your man-thighs like no other twill shorts. These casual shorts come in beige, khaki, navy, light blue, and grey.
  • PREMIUM STRETCHY FABRIC:  Made with 3% spandex for stretch a.k.a maximum moveability, lunge-ability, and high kick-ability. Seriously, they are the best.
  • CHAMBRAY POCKETS: These trunks include chambray lined pockets, because you're worth it. The single back button-pocket is big enough for the largest of iPhones (or Android, we hear you).  These chino’s secure with the button elastic waist and zipper fly.
  • SIZING:  Please be sure to follow the sizing chart to make sure you purchase the correct size. X-SMALL = 24-27" waist, SMALL = 27-30" waist, MEDIUM = 30-33" Waist, LARGE = 32-35" Waist, X-LARGE = 34-38" Waist, XX-LARGE = 38-43" Waist, XXX-LARGE = 44-48"
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Chubbies Shorts 6.10 Yes Yes Yes

You are halfway through a sunny afternoon on a boat or a casual golf outing when you realize your traditional shorts are restricting every move you make. These Chubbies Original Casual shorts solve that problem immediately with a 5.5-inch inseam designed specifically to showcase your thighs. The khaki twill feels premium, but the real magic is the 3% spandex blend that provides serious lunge-ability and high-kick mobility. I was particularly impressed by the thoughtful details, like the chambray-lined pockets and a single back button-pocket that actually accommodates a large smartphone without feeling bulky. With an elastic waist and zipper fly for a secure fit, they strike that perfect balance between a classic retro aesthetic and modern, stretchy comfort for any summer adventure.

What We Like
Ultra-stretch fabric
5.5-inch inseam
Chambray lined pockets
Elastic waist
Mobile-friendly pockets

unitop Men's Surfing Trunks Summer Holiday Stripped Beachwear Quick Dry Green-27 34

unitop Men's Striped Quick Dry Surfing Trunks

UNITOP UT1612740-34

Reviews for UNITOP (PM Score)

9.6 PM Score
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  • Classic swim trunks with soft and quick dry fabric for all-day comfort
  • Hook-and-loop fly closure with drawstring provides an adjustable fit
  • With mesh lining dries quickly to keep you cool with excellent ventilation
  • Featuring a side cargo pocket for securely storing your essentials around the pool or by the beach
  • You can choose these relaxed fit swim trunks for holiday time water sports activities and casual wear
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
UNITOP 9.84 Yes Yes Yes

You are lounging on a sun-drenched boardwalk with a cold drink in hand, needing gear that transitions seamlessly from a morning surf session to a casual lunch. These unitop striped trunks are built exactly for that kind of versatility. The fabric feels impressively soft against the skin, and the quick-dry technology ensures you aren't sitting in damp material for hours after hitting the waves. I particularly like the inclusion of a mesh lining for better ventilation, which prevents that heavy, uncomfortable feeling common in cheaper swimwear. The drawstring and hook-and-loop fly make finding your perfect fit easy, while the side cargo pocket provides a secure spot for small essentials. At this price point, they offer a relaxed, functional fit that works just as well for poolside lounging as it does for active water sports.

What We Like
Quick dry fabric
Breathable mesh lining
Adjustable drawstring waist
Secure cargo pocket
Relaxed fit design

Chubbies Men’s Swim Trunks, Stretch Swimming Board Shorts, 7” Inseam, The Glades, L

Chubbies Men's Stretch Swim Board Shorts

4.5 (166 ratings)
CHUBBIES 110201-044

Reviews for CHUBBIES (PM Score)

9.5 PM Score
Buy on Amazon
  • THE ORIGINAL SHORT SHORTS: The Chubbies Stretch Swim Shorts feature a comfortable elastic waistband with a drawcord.  Our 4-way stretch polyester/spandex blend makes Chubbies trunks impossibly stretchy. These comfortable trunks will be your new go-to poolside swimsuit.
  • WHO WEARS SHORT SHORTS: YOU wear short shorts!  These bad boys have a 5.5" Inseam for maximum thigh flexibility. These vintage-inspired short shorts showcase your man-thighs like no other swim shorts.
  • QUICK DRY 4-WAY STRETCH FABRIC:  Our premium 4-way stretch fabric allows you to swim, board, surf, paddle, fish, or stretch out and relax. They have a stretchy mesh liner for extra comfort.
  • LINING AND POCKETS: A lightweight, stretch mesh liner for comfortability and max cannonball range of motion. These trunks include two front pockets and one back zipper pocket. All pockets are mesh-lined for quick drying.
  • SIZING:  Please be sure to follow the sizing chart to make sure you purchase the correct size. X-SMALL = 25-27" waist, SMALL = 27-29" waist, MEDIUM = 29-31" Waist, LARGE = 31-33" Waist, X-LARGE = 33-36" Waist, XX-LARGE = 37-40" Waist, XXX-LARGE = 41-45" waist.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Chubbies Shorts 6.10 Yes Yes Yes

Confidence on the beach requires a pair of trunks that actually embrace your physique rather than hiding it. These Chubbies stretch swim shorts are designed specifically for the man who isn't afraid to show off his legs, utilizing a vintage-inspired 5.5" inseam that maximizes thigh flexibility. I found the 4-way stretch polyester and spandex blend to be incredibly accommodating, whether you are diving into a pool or paddling out on a surfboard. The elastic waistband with a drawcord ensures a secure fit, while the stretchy mesh liner prevents the chafing often found in traditional board shorts. With two front pockets and a secure zippered back pocket, you get practical storage that won't weigh you down. They are the ultimate go-to for anyone prioritizing both movement and style during summer activities.

What We Like
4-way stretch fabric
Quick-dry mesh liner
Zippered back pocket
Vintage-inspired cut
Elastic drawcord waist

Chubbies Men’s Swim Trunks, Stretch Swimming Board Shorts, 7” Inseam, The Bloomerangs, L

Chubbies Men's Bloomerangs Stretch Swim Trunks

4.5 (166 ratings)
CHUBBIES 110211-004

Reviews for CHUBBIES (PM Score)

9.5 PM Score
Buy on Amazon
  • THE ORIGINAL SHORT SHORTS: The Chubbies Stretch Swim Shorts feature a comfortable elastic waistband with a drawcord.  Our 4-way stretch polyester/spandex blend makes Chubbies trunks impossibly stretchy. These comfortable trunks will be your new go-to poolside swimsuit.
  • WHO WEARS SHORT SHORTS: YOU wear short shorts!  These bad boys have a 5.5" Inseam for maximum thigh flexibility. These vintage-inspired short shorts showcase your man-thighs like no other swim shorts.
  • QUICK DRY 4-WAY STRETCH FABRIC:  Our premium 4-way stretch fabric allows you to swim, board, surf, paddle, fish, or stretch out and relax. They have a stretchy mesh liner for extra comfort.
  • LINING AND POCKETS: A lightweight, stretch mesh liner for comfortability and max cannonball range of motion. These trunks include two front pockets and one back zipper pocket. All pockets are mesh-lined for quick drying.
  • SIZING:  Please be sure to follow the sizing chart to make sure you purchase the correct size. X-SMALL = 25-27" waist, SMALL = 27-29" waist, MEDIUM = 29-31" Waist, LARGE = 31-33" Waist, X-LARGE = 33-36" Waist, XX-LARGE = 37-40" Waist, XXX-LARGE = 41-45" waist.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Chubbies Shorts 5.92 No No No

Why settle for baggy, drowning board shorts when you can actually show off your hard work at the gym? These Bloomerangs from Chubbies are the ultimate statement piece for anyone tired of the standard, knee-length swim style. The 5.5" inseam provides that vintage-inspired, short-short aesthetic that maximizes thigh flexibility and movement. Beyond the bold look, the 4-way stretch polyester and spandex blend feels incredibly premium, whether you are surfing or just lounging poolside. I particularly liked the inclusion of a stretchy mesh liner that allows for a full range of motion during a cannonball without any restrictive digging. With quick-drying mesh-lined pockets and a secure back zipper pocket, they are as functional as they are stylish.

What We Like
4-way stretch fabric
Quick-dry mesh pockets
Stretchy mesh liner
Vintage-inspired cut
Elastic drawstring waistband

Chubbies Men’s Short Shorts 7” Inseam, Stretch Casual Chino, Brown, X-Large

Chubbies Men's Stretch Casual Chino Shorts

4.4 (147 ratings)
CHUBBIES 012013-025

Reviews for CHUBBIES (PM Score)

9.4 PM Score
Buy on Amazon
  • CHUBBIES ORIGINAL CASUAL SHORTS: The Chubbie’s Original Casual cotton shorts feature a 5.5” inseam, elastic waist, ultra-stretch fabric, and an updated fit.  These comfortable shorts are perfect for any type of outing: vacation, date-night, boating, golfing, anywhere you need to show off your thighs.
  • WHO WEARS SHORT SHORTS: YOU wear short shorts! These bad boys have a 5.5" Inseam, just like your dad wore. These shorts showcase your man-thighs like no other twill shorts.
  • PREMIUM STRETCHY FABRIC: Made with 3% spandex for stretch a.k.a maximum moveability, lunge-ability, and high kick-ability. Seriously, they are the friggin best.
  • CHAMBRAY POCKETS: These trunks include chambray lined pockets, because you're worth it. The single back button-pocket is big enough for the largest of iPhones (or Android, we hear you). These chino’s secure with the button elastic waist and zipper fly.
  • SIZING: Please be sure to follow the sizing chart to make sure you purchase the correct size. X-SMALL = 27-29" waist, SMALL = 29-31" waist, MEDIUM = 31-33" Waist, LARGE = 34-36" Waist, X-LARGE = 36-38" Waist, XX-LARGE = 39-43" Waist, XXX-LARGE = 44-47"
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Chubbies Shorts 6.10 Yes Yes Yes

Most men struggle to find shorts that actually celebrate their physique rather than hiding it under layers of baggy, outdated fabric. These Chubbies Original Casual shorts solve that problem by embracing the classic 5.5" inseam that puts your thighs front and center. I found the 3% spandex blend to be a total game-changer for movement. Whether you are lunging or just walking the boardwalk, the ultra-stretch fabric keeps up without feeling restrictive. The brown twill looks sharp for a date night, yet the elastic waist and zipper fly combo makes them comfortable enough for a long day of boating. Even the small details, like the premium chambray pocket lining and a back button-pocket large enough for a modern smartphone, show that these are built for actual daily use.

What We Like
Ultra-stretch fabric
Chambray lined pockets
Elastic waist comfort
Showcases thigh definition
Secure button pocket
Buying Guide

A Guide to Selecting the Best 27 Mens Board Shorts

A Guide to Selecting the Best 27 Mens Board Shorts

Understanding Inseam and Fit Dynamics

When shopping for board shorts, the length is the most critical aesthetic and functional decision. A 27-inch measurement typically refers to the overall length or a specific sizing standard that dictates where the hem hits your thigh. For surfers, a shorter inseam is often preferred to prevent the fabric from bunching up during high-intensity maneuvers or getting caught in the fins of a surfboard. Conversely, if you plan on wearing your shorts as casual beachwear, a slightly longer cut offers a more relaxed, classic silhouette. Pay close attention to the 'rise' of the shorts—the distance from the crotch to the waistband. A mid-rise provides a secure feel for active sports, while a low-rise is better suited for tanning and casual lounging.

Fabric Composition and Drying Speed

The hallmark of a high-quality board short is its ability to manage moisture. Avoid heavy cotton blends at all costs. Cotton absorbs water, becomes heavy, and stays damp for hours, which leads to inevitable skin irritation. Instead, look for high-performance synthetic blends, specifically polyester or nylon mixed with elastane (Spandex). Polyester is incredibly durable and resistant to UV degradation, making it ideal for long days in the sun. The addition of elastane provides 'four-way stretch,' which is non-negotiable if you are engaging in any athletic activity. This stretch ensures that when you squat, jump, or paddle, the fabric moves with your body rather than resisting it.

Waistband Construction: Drawstrings vs. Elastic

There are two primary schools of thought regarding waistbands: the traditional lace-up drawstring and the modern elastic waist. Traditional board shorts often feature a fixed waistband with a heavy-duty drawstring. This is the gold standard for surfers because it provides a locked-in, secure fit that won't shift when you hit a wave. However, if you prioritize ease of use and comfort for casual wear, an elastic waistband with an internal drawstring offers more flexibility and a less restrictive feel. For a hybrid approach, look for shorts that offer both a structured waistband and an adjustable drawstring to get the best of both worlds.

Durability and Specialized Features

The ocean is a harsh environment. Saltwater, sand, and UV rays act as sandpaper on your clothing. To ensure longevity, check for reinforced stitching, particularly in the crotch and side seams, which are high-stress areas. High-end models may also feature a mesh liner. While some prefer the freedom of no liner to prevent chafing, a soft, breathable mesh can provide necessary support and prevent the 'ride-up' effect. Additionally, look for UPF (Ultraviolet Protection Factor) ratings. A pair of shorts with built-in UPF 50+ protection provides an extra layer of defense for your upper thighs, which are often vulnerable to sunburn during long sessions in the water.

Summary Recommendation Logic

When making your final decision, use this logic: If you are a performance athlete, prioritize 4-way stretch, a secure drawstring waistband, and quick-dry polyester. If you are a casual beachgoer, prioritize comfort, elastic waistbands, and aesthetic patterns. Always prioritize synthetic fabrics to ensure you aren't walking around in heavy, waterlogged clothes for the rest of the afternoon.

Ready to choose?

Jump back to our ranked picks or compare the shortlist side by side.

Frequently Asked Questions

Quick answers about 27 Mens Board Shorts before you buy.

For a modern look, aim for a 5 to 7-inch inseam. Longer lengths offer more coverage and a traditional surf style, while shorter lengths allow for better mobility and a contemporary aesthetic.

Most high-quality board shorts feature a drawstring waist. You want them to sit securely on your hips without digging in, ensuring they stay in place during heavy surf or swimming.

Look for quick-dry synthetic blends, typically polyester or nylon. These materials resist water absorption, preventing the shorts from becoming heavy and saggy when you exit the water.

It depends on preference. Mesh liners provide extra support and prevent chafing, but many modern swimmers prefer 'linerless' options for maximum comfort and reduced irritation.

Choose shorts with flatlock seams to minimize friction against the skin. Additionally, selecting a pair with a soft, seamless waistband can significantly reduce irritation during long sessions in the water.

Yes, many styles feature matte finishes and subtle patterns that transition easily from the beach to a casual lunch or boardwalk stroll.

Rinse them with fresh water immediately after use to remove salt and sand. Avoid machine drying on high heat. Instead, hang them to air dry in the shade to preserve the fabric's elasticity and color.
Research & Insights

Our Analysis of 27 Mens Board Shorts

4,948 Reviews Analyzed
6 Products Evaluated
9.5 Avg PM Score
3 Brands Ranked

Top 10 27 Mens Board Shorts Brands on Amazon

Share of top-ranked products by brand, from our editorial analysis.

  1. 01 Chubbies 4 (66.7%)
  2. 02 Unitop 1 (16.7%)
  3. 03 Visive 1 (16.7%)

What Our Analysis Found

We've carried out a comprehensive analysis of 4,948 reviews on 27 Mens Board Shorts, using our selection criteria to identify the best options in the women's fashion. Our findings reveal that most customers typically select 27 Mens Board Shorts priced around $52.45.

Our team of expert editors reviewed these high-quality items and handpicked the top 6 27 Mens Board Shorts for your consideration..

We are dedicated to assisting our users in finding the right shorts Products based on their needs, saving them considerable time when choosing which 27 Mens Board Shorts to buy. We take pride in the number of satisfied users we've helped through our thorough and insightful reviews.