One Size Doesn't Fit All
All measurements are in inches and reflect body measurements. If you are in between sizes, size up for comfort. Got questions? Email us at info@freeflyapparel.com.
Men
Women
Toddler
Youth
| Alpha Sizes | Numeric Sizes | Chest | Waist | Hip | Sleeve |
|---|---|---|---|---|---|
| S | 30–31 | 36–38 | 30–32 | 34–37 | 32–33 |
| M | 32–33 | 38–40 | 32–34 | 37–39 | 33–34 |
| L | 34–35 | 41–43 | 35–37 | 40–42 | 34–35 |
| XL | 36–38 | 44–46 | 38–40 | 43–45 | 35–36 |
| XXL | 40 | 47–49 | 41–43 | 46–48 | 36–37 |
| 3XL | 50–52 | 44–46 | 49–51 | 36–37 |
How to Measure Yourself
-
CHEST
Measure circumference from the widest part around chest, about 1” down from armpit.
-
SLEEVE
With arm slightly bent, measure from center back neck to shoulder, down arm to wrist bone.
-
TRUE WAIST
Measure around your natural waist, narrowest part of your torso.
-
HIP
Measure around the fullest part of your hips.
Free Returns & Exchanges
If you try it and it doesn't fit, no problem. Returns and exchanges are free and easy. Learn More
Men's Tradewind Short
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.
One Size Doesn't Fit All
All measurements are in inches and reflect body measurements. If you are in between sizes, size up for comfort. Got questions? Email us at info@freeflyapparel.com.
Men
Women
Toddler
Youth
| Alpha Sizes | Numeric Sizes | Chest | Waist | Hip | Sleeve |
|---|---|---|---|---|---|
| S | 30–31 | 36–38 | 30–32 | 34–37 | 32–33 |
| M | 32–33 | 38–40 | 32–34 | 37–39 | 33–34 |
| L | 34–35 | 41–43 | 35–37 | 40–42 | 34–35 |
| XL | 36–38 | 44–46 | 38–40 | 43–45 | 35–36 |
| XXL | 40 | 47–49 | 41–43 | 46–48 | 36–37 |
| 3XL | 50–52 | 44–46 | 49–51 | 36–37 |
How to Measure Yourself
-
CHEST
Measure circumference from the widest part around chest, about 1” down from armpit.
-
SLEEVE
With arm slightly bent, measure from center back neck to shoulder, down arm to wrist bone.
-
TRUE WAIST
Measure around your natural waist, narrowest part of your torso.
-
HIP
Measure around the fullest part of your hips.
Free Returns & Exchanges
If you try it and it doesn't fit, no problem. Returns and exchanges are free and easy. Learn More
UPF 50+ Sun
Protection
Quick-Dry
Moisture-Wicking
- Ray S.Verified BuyerRated 5 out of 5 stars4 minutes agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 36Great Shorts. Love the fabric!
Will be a staple moving forward!
What is your height? 5'7-5'9What is your weight? 200-220What size did you purchase? 36For what activity do you recommend this product? Casual Wear - David B.Verified BuyerRated 5 out of 5 starsYesterdayReviewingMen's Tradewind Short - Smoke Smoke / 34Great fit again
I have lost 30+ pounds and needed a 34” pair of shorts fast. Nice casual look.
What is your height? 5'7-5'9What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - Harry D.Verified BuyerRated 5 out of 5 stars3 days agoReviewingMen's Tradewind Short - Chestnut Chestnut / 36Shorts
Good color and fit
What is your height? 5'4-5'6What is your weight? 180-200What size did you purchase? 36For what activity do you recommend this product? Casual Wear - Harry D.Verified BuyerRated 5 out of 5 stars3 days agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 36Shorts
Good color and fit
What is your height? 5'4-5'6What is your weight? 180-200What size did you purchase? 36For what activity do you recommend this product? Casual Wear - Charles R.Verified BuyerRated 5 out of 5 stars4 days agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 36just an excellent pair of all-around shorts
Great fit, great material. Proper sizing for me on the inseam. I now have four pairs and I’m very pleased with the quality.
What is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? 38For what activity do you recommend this product? Fishing, Hiking, Casual Wear - Robert A.Verified BuyerRated 5 out of 5 stars4 days agoReviewingMen's Tradewind Short - Cement Cement / 32Great fit.
These shorts are very comfotable and easy to care for.
What 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 - Robert A.Verified BuyerRated 5 out of 5 stars4 days agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 32Great fit
Great fit, and easy care. I'll get more.
What 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, Hiking, Travel - Tommy P.Verified BuyerRated 5 out of 5 stars5 days agoReviewingMen's Tradewind Short - Cement Cement / 34Versatile and Comfy
Dressy enough to be presentable, comfortable enough to workout or coach in. These shorts fit great and feel even better.
What is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? 34x32For what activity do you recommend this product? Casual Wear, Work, Running