If you're in between sizes, we recommend sizing down
4.8
Rated 4.8 out of 5 stars
173
Regular Price
$88
Size
Hurry! Only 63 left in stock!
Join our Loyalty Program or sign in to access more benefits.
Why You'll Love It
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.
UPF 50+ Sun Protection
Quick Dry
Moisture Wicking
Materials & Care
Material Description: Ultra-soft, stretch woven with DWR
Material Contents: 73% Repreve Polyester / 19% Organic Cotton / 8% Spandex + DWR
Fabric Weight (GSM): 150
Size & Fit
True to size with added stretch that moves with you
Classic chino fit
Straight leg
7.5” Inseam / 18.5” Outseam
Shipping & Returns
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.
Send gifts wrapped by adding on gift wrap at cart. We also offer free gift messaging.
My husband loved the shirt and shorts. Materials were perfect.
What is your height? 5'10-6'0
What is your weight? 160-180
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear
Bonnie A.
Verified Buyer
Rated 5 out of 5 stars
8 hours ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 34
He loves them!
He loves the fit!
What is your height? 5'10-6'0
What is your weight? 160-180
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear
James J.
Verified Buyer
Rated 5 out of 5 stars
4 days ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 38
4th pair
Love these shorts, but the sizes run big. Order the next size down.
What is your height? 6'1-6'3
What is your weight? 200-220
What size did you purchase? 38
For what activity do you recommend this product? Casual Wear, Fishing, Hiking, Work, Travel
FF
Free Fly Apparel
3 days ago
Hey there! Thanks so much for this feedback. I'm so happy to hear you are loving the Tradewind Short! Thanks so much for the insight on the sizing, I will be sure to pass this along. We appreciate you!
TYLER B.
Verified Buyer
Rated 5 out of 5 stars
5 days ago
Reviewing
Men's Tradewind Short - Smoke Smoke / 38
The Best Shorts hands down
So I have a lot of free fly shirts and I recently started buying the reverb and breeze shorts for men and I couldn’t stop talking about them. We go on vacation to Florida and I told my wife I was tired of lugging around my heavy American eagle shorts so I went to a store and found some trade winds shorts let me just say that sold me from there so of course as soon as I got home I ordered this pair to go with my others and I will most definitely be ordering more you can’t beat the softness and how light they are unbelievable!
What is your height? 5'10-6'0
What is your weight? 220-240
What size did you purchase? 38
For what activity do you recommend this product? Casual Wear, Travel, Work
Reggie F.
Verified Buyer
Rated 5 out of 5 stars
6 days ago
Reviewing
Men's Tradewind Short - Smoke Smoke / 38
Pleasantly surprised!
These are some of the most comfortable shorts that I have owned.
What is your height? 6'1-6'3
What is your weight? 220-240
What size did you purchase? 38
For what activity do you recommend this product? Casual Wear, Fishing, Hiking
John M.
Verified Buyer
Rated 5 out of 5 stars
1 week ago
Reviewing
Men's Tradewind Short - Cement Cement / 36
Great shorts for everything.
Perfect all around shorts. Fishing, golf, travel or out to a summer dinner. Nice cut, as not too full or too tight.
What is your height? 6'1-6'3
What is your weight? 180-200
What size did you purchase? 36
For what activity do you recommend this product? Casual Wear, Fishing, Travel
Terrie M.
Verified Buyer
Rated 5 out of 5 stars
2 weeks ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 32
Mens Tradewind Shorts
Great fit, light weight material
What is your height? 5'7-5'9
What is your weight? 140-160
What size did you purchase? 32
For what activity do you recommend this product? Casual Wear
Anthony W.
Verified Buyer
Rated 5 out of 5 stars
3 weeks ago
Reviewing
Men's Tradewind Short - Cement Cement / 32
Great Shorts
Great fit and quality. Super lightweight and comfortable. I just the Tradewind Pant came in a longer length than 32".
What is your height? 6'1-6'3
What is your weight? 180-200
What size did you purchase? 32
For what activity do you recommend this product? Casual Wear