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
- John T.Verified BuyerRated 5 out of 5 stars3 minutes agoReviewingMen's Tradewind Short - Chestnut Chestnut / 32Fits Great
Super soft and comfortable. Bought several colors
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - Daniel K.Verified BuyerRated 5 out of 5 stars2 hours agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 34Nice shorts
Nice shorts and a nice material
What is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear - Daniel K.Verified BuyerRated 5 out of 5 stars2 hours agoReviewingMen's Tradewind Short - Chestnut Chestnut / 34Great short
Great Short with a great material very comfortable
What is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Fishing - John T.Verified BuyerRated 5 out of 5 starsYesterdayReviewingMen's Tradewind Short - Chestnut Chestnut / 30Awesome
Fits and looks great
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear - KayleighRated 5 out of 5 stars6 days agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 345 Stars
Great quality! Khaki shorts that you can wear anywhere. My husband wears them to golf, to work, and even to mow the grass.
- Jared G.Verified BuyerRated 5 out of 5 stars2 weeks agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 38Excellent!
Comfortable, great cut, great fit, great material!
What is your height? 6'4+What is your weight? 280-300What size did you purchase? 38For what activity do you recommend this product? Fishing, Running, Hiking, Travel, Casual Wear - JaredRated 5 out of 5 stars3 weeks agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 385 Stars
Great fit, comfort and flexibility
- MelissaRated 5 out of 5 stars4 weeks agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 345 Stars
Perfect length shorts. Love them.