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

*Learn how to find your true waist below.

Please find inseam length on specific product detail page.

Select Your Size

How to Measure Yourself

Use the guide below with a fabric tape measure to find your measurements.

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

Brooks has 32" waist wearing size 32

final sale

Men's Tradewind Short

Name: Men's Tradewind Short - Sandbar
Brand: Free Fly Apparel
Price: 28.0 USD
Availability: InStock
Rating: 4.7 (267 reviews)

$28 ~~$88~~

4.7

Rated 4.7 out of 5 stars

267

$28 ~~$88~~

Not eligible for return or exchange

Size

If you're in between sizes, we recommend sizing down

Hurry! Only 54 left in stock!

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

*Learn how to find your true waist below.

Please find inseam length on specific product detail page.

Select Your Size

How to Measure Yourself

Use the guide below with a fabric tape measure to find your measurements.

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

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

Features

• 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

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.

Tradewind Short

4.7

Rated 4.7 out of 5 stars

Based on 267 reviews

Total 5 star reviews: 236 Total 4 star reviews: 11 Total 3 star reviews: 8 Total 2 star reviews: 4 Total 1 star reviews: 8

FitRated 0.2 on a scale of minus 2 to 2

Write a Review (Opens in a new window)

267 reviews

Sort

Keith S.
Verified Buyer
Rated 5 out of 5 stars
6 days ago
Reviewing
Men's Tradewind Short - Sandbar Sandbar / 40
Nice shorts
Fit is perfect and material is light and comfortable
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 240-260
What size did you purchase? 38
Tommy S.
Verified Buyer
Rated 5 out of 5 stars
1 week ago
Reviewing
Men's Tradewind Short - Smoke Smoke / 36
TS
Nice
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 180-200
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear
David J. W.
Verified Buyer
Rated 5 out of 5 stars
1 week ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 38
Cozy pair of shorts
I love my new Tradewinds. They're stretchy and light and a perfect short for fishing.
Was this helpful?
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? Fishing, Travel, Casual Wear
Eric H.
Rated 5 out of 5 stars
2 weeks ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 38
Fits right for me!
Lightweight and great feel!
I know other reviews mention the size being too big. These are the best fitting shorts I’ve ever worn. I played hockey my entire life and these actually fit my legs and butt.
I bought 3 pairs!
Was this helpful?
What is your height? 6'4+
What is your weight? 240-260
What size did you purchase? 38
For what activity do you recommend this product? Casual Wear, Travel, Work, Fishing
Derek
Rated 5 out of 5 stars
3 weeks ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 38
5 Stars
Excellent quality
Was this helpful?
Derek
Rated 5 out of 5 stars
3 weeks ago
Reviewing
Men's Tradewind Short - Cement Cement / 38
5 Stars
Excellent weight & feel.
Was this helpful?
Rushton S.
Verified Buyer
Rated 5 out of 5 stars
3 weeks ago
Reviewing
Men's Tradewind Short - Smoke Smoke / 36
Great shorts
Great
Was this helpful?
What is your height? 5'10-6'0
What is your weight? 200-220
What size did you purchase? 36
For what activity do you recommend this product? Casual Wear, Fishing, Hiking, Work, Travel
Jessica S.
Verified Buyer
Rated 5 out of 5 stars
4 weeks ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 38
Husband loves
Got a pair for my husband. He’s very picky about what he wears and he absolutely loves these. Continuously tells me they are his new favorite shorts. Ordering more before Fathers Day while they’re still on sale!!
Was this helpful?
What is your height? 6'4+
What is your weight? 260-280
What size did you purchase? 38
For what activity do you recommend this product? Casual Wear

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

*Learn how to find your true waist below.

Please find inseam length on specific product detail page.

Select Your Size

How to Measure Yourself

Use the guide below with a fabric tape measure to find your measurements.

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.

Alpha Sizes	Numeric Sizes	Bust	Waist	Hip
XS	0–2	32–33	25–26	35–36
S	4–6	34–35	27–28	37–38
M	8–10	36–37	29–30	39–40
L	12–14	38 1/2–40	31 1/2–33	41 1/2–43
XL	16	41 1/2–43	34 1/2–36	44 1/2–46
XXL		44 1/2–46	37 1/2–39	47 1/2–49

US Size	Height (IN)	Weight (LB)
2T	33–37	27–31
4T	38–42	33–37
6T	45–49	44–48

US Size	Height (IN)	Weight (LB)
XS/6–7	45–48	45–50
S/8–9	49–52	51–65
M/10–12	53–57	66–80
L/13–14	68–62	81–95
XL/15–16	63–66	96–110

Alpha Sizes	Numeric Sizes	Bust	Waist	Hip
XS	0–2	32–33	25–26	35–36
S	4–6	34–35	27–28	37–38
M	8–10	36–37	29–30	39–40
L	12–14	38 1/2–40	31 1/2–33	41 1/2–43
XL	16	41 1/2–43	34 1/2–36	44 1/2–46
XXL		44 1/2–46	37 1/2–39	47 1/2–49

US Size	Height (IN)	Weight (LB)
2T	33–37	27–31
4T	38–42	33–37
6T	45–49	44–48

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Men's Tradewind Short

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