Men's Tradewind Short
Men's Tradewind Short
Feels like sweats, looks like you tried. The Tradewind Short combines the best of both worlds—a timeless chino fit and a super soft, organic cotton blend finished with DWR for unbeatable comfort in hot, humid, and near-the-water destinations. Perfect for travel, golf, or casual everyday wear, it’s packed with freedom-granting stretch that won’t hold you back. Pair it with our Elevate Polo when you’re meeting buddies on the course, or try it with the Motion Tee for a go-to weekend look.
- Soft to the touch thanks to an organic cotton blend
- UPF 50+ offers serious sun protection
- Fixed waist will belt loops
- Button closure with zipper fly
- Chino-style hand pockets
- Back drop-in pockets for stashing phone, wallet, or keys
- True to size with added stretch that moves with you
- Classic chino fit
- Straight leg
- 7.5” Inseam / 18.5” Outseam
- Free standard shipping on all orders $150+
- Free 30-day returns and 60-day exchanges on U.S. orders for unwashed, unworn items. Final sale styles are not eligible for return or exchange. Return and & Exchange Policy.
- Send gifts wrapped by adding on gift wrap at cart. We also offer free gift messaging.
- Jennifer S.Verified BuyerWhat is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? 32For what activity do you recommend this product? Casual Wear, Fishing, Travel8 minutes agoWhat is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? 32For what activity do you recommend this product? Casual Wear, Fishing, TravelReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 32Rated 5 out of 5 starsmy husband loves these!
We now have these in every color ! love the fit and the way they wash up
- Jackson W.Verified BuyerWhat is your height? 6'1-6'3What is your weight? 200-220What size did you purchase? 38For what activity do you recommend this product? Casual Wear, Travel5 days agoWhat is your height? 6'1-6'3What is your weight? 200-220What size did you purchase? 38For what activity do you recommend this product? Casual Wear, TravelReviewingMen's Tradewind Short - Sandbar Sandbar / 38Rated 5 out of 5 starsMy New Go To Shorts
Great fit, amazing fabric, incredibly comfortable.
- Will B.Verified BuyerWhat is your height? 6'1-6'3What is your weight? 200-220What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel6 days agoWhat is your height? 6'1-6'3What is your weight? 200-220What size did you purchase? 34For what activity do you recommend this product? Casual Wear, TravelReviewingMen's Tradewind Short - Slate Blue Slate Blue / 34Rated 3 out of 5 starsToo big of a gap between sizes
The shorts themselves are awesome. Great fabric, lightweight, feel great. It’s the sizing that is off. As a couple other reviewers stated, one size was far too large, but going down to the next size was just too small/tight.
In my case, I’m 6’2, 205 pounds, muscular/built. I’m normally a 35 waist, so I ordered the 36. It was huge. Returned for a 34, and while the waist was a tad too tight, I could have dealt with that. But the legs on the 34 were far too tight. Weird that there was such a big difference just going down 1 size.
Free fly, if you make these in a 35, I’d buy a pair in every color. Please do it!
Free Fly Apparel2 days agoThank you for taking the time to share your feedback about the Tradewind Short! We appreciate your insights about the sizing. We're glad to hear you love the fabric and overall feel of the short. We'll be sure to pass this feedback along to our product team for future consideration!
- Lawrence O.Verified BuyerWhat is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? LFor what activity do you recommend this product? Casual Wear, Fishing, Hiking, Travel4 weeks agoWhat is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? LFor what activity do you recommend this product? Casual Wear, Fishing, Hiking, TravelReviewingMen's Tradewind Short - Smoke Smoke / 34Rated 5 out of 5 starsNice shorts
I have been in them since they arrived. So comfortable. I have several free fly shorts and they are the best for fishing, diving and everyday use.
Big Free Fly fan!
- Wesley R.Verified BuyerWhat is your height? 5'7-5'9What is your weight? 220-240What size did you purchase? XL1 month agoWhat is your height? 5'7-5'9What is your weight? 220-240What size did you purchase? XLReviewingMen's Tradewind Short - Cement Cement / 38Rated 5 out of 5 starsGood stuff
Just buy them.
- Wesley R.Verified BuyerWhat is your height? 5'7-5'9What is your weight? 220-240What size did you purchase? XLFor what activity do you recommend this product? Casual Wear2 months agoWhat is your height? 5'7-5'9What is your weight? 220-240What size did you purchase? XLFor what activity do you recommend this product? Casual WearReviewingMen's Tradewind Short - Sandbar Sandbar / 40Rated 5 out of 5 starsFeels good
Very nice shorts, good feeling material.
- Brian O.Verified BuyerWhat is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? LFor what activity do you recommend this product? Casual Wear, Fishing, Hiking2 months agoWhat is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? LFor what activity do you recommend this product? Casual Wear, Fishing, HikingReviewingMen's Tradewind Short - Cement Cement / 36Rated 5 out of 5 starsNice shorts
Nice quality shorts. Lightweight and comfortable.
- Kelly P.Verified BuyerWhat is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? MFor what activity do you recommend this product? Casual Wear, Fishing, Travel3 months agoWhat is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? MFor what activity do you recommend this product? Casual Wear, Fishing, TravelReviewingMen's Tradewind Short - Smoke Smoke / 32Rated 5 out of 5 starsVersatile shorts
I bought these for my boyfriend, they fit wonderful, and he really loves how versatile they are. You can dress them up or dress them down for any type of activity.
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