Mens Tradewind Short-Shorts-Free Fly-Cement-Mountain Sports
Free Fly

Men's Tradewind Short

Feels like sweats, looks like you tried.

$44
Color: Smoke
Size:
Size guide
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Top features
Feels like sweats
PFAS-free DWR finish
UPF 50+ sun protection
Description

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

Perfect for
Office & links
Polished comfort.
Travel
Flights & road trips.
Everyday
All-day comfort.
On the water
Sun & salt.
Features
  • Feels like sweats. A super-soft organic cotton blend with a clean chino look — comfort that still looks like you tried.
  • PFAS-free DWR finish. Sheds splashes and spills — ideal for hot, humid, near-the-water destinations.
  • UPF 50+ sun protection. Rated coverage for full days outside, from the course to the coast.
  • 4-way stretch. Freedom-granting stretch that won't hold back your swing.
Materials
  • 73% Repreve Polyester / 19% Organic Cotton / 8% Spandex + DWR with no added PFAS Chemicals.
About the brand

Free Fly started with a love of the water and a mission to make natural, breathable clothing that keeps up. Their bamboo-based fabrics are buttery soft and built for comfort from sunrise paddle to sunset hang. At Mountain Sports, we love Free Fly because it’s made for life lived outside — easygoing, effortless, and always adventure-ready.

Shop all Free Fly

SKU MTRWS-8-327-36
Size guide

Free Fly Size Chart - Men's Apparel

Free Fly Sizing Chart

All measurements are in inches and reflect body measurements. If you are in between sizes, size up for comfort.

Men's Size Guide (Men's Apparel - single chart for tops and bottoms):

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

Numeric Sizes are waist equivalents. How to measure: Chest - circumference at the widest part of the chest, about 1" down from armpit; Sleeve - with arm slightly bent, from center back neck to shoulder, down arm to wrist bone; True Waist - around the natural waist, narrowest part of the torso; Hip - around the fullest part of the hips. Inseam length is listed on each product page.
Performance

How it ranks across conditions.

Calibrated against comparable products we stock, so you can compare like for like.

Stretch

Low
Moderate
High
Top

4-way stretch keeps the chino look from holding you back.

Quick-dry

Low
Moderate
High
Top

Light 150 GSM fabric with DWR sheds moisture quickly.

Breathability

Low
Moderate
High
Top

Light, soft blend stays comfortable in hot and humid spots.

Best for

Is this right for you?

Golf, travel & the links

Chino looks with sweats-level softness, UPF 50+, and stretch that frees up your swing.

Not for: Want a lighter athletic short? Try the Breeze 8" Short

Dinner-ready casual

Looks like you tried, feels like you didn't — perfect for vacation evenings.

Not for: Headed straight into the water? See the Palmera Trunk

Full spec sheet

Technical Specs

Inseam7.5"
Fabric73% Repreve Poly / 19% Organic Cotton / 8% Spandex
Fabric weight150 GSM
FinishPFAS-free DWR, water resistant
Sun protectionUPF 50+
PocketsChino hand + back drop-ins
Sizes30–40
Questions, answered

Before you buy.

Pulled from chats, emails and store visits. The things people actually ask us before they buy. Don't see yours?

Ask a question
How do Free Fly bottoms fit — should I size up or down?

Most Free Fly bottoms run true to size with stretch built into the fabric, so your usual size is the right call for most people. Fits do vary by style — from the Breeze line's relaxed cut to the slimmer Anchor 5 Pocket — so check the Size & Fit notes and the size guide on each product page before ordering.

What pockets does the Tradewind Short have?

Chino-style hand pockets up front and back drop-in pockets for stashing your phone, wallet, or keys — clean lines with everyday storage.

How should I wash and dry these?

Machine wash cold with like colors on a gentle cycle, then tumble dry low or hang dry. Skip bleach and fabric softener — they break down stretch fibers. Always check the sewn-in care label; some fabrics, like Free Fly's stretch canvas, do best washed inside out and hung to dry.

Find the right one for you

How the Tradewind Short compares

Head-to-head against the closest alternatives we stock, so you can see where this one sits before you commit.

Feature
Free Fly
Breeze 8" Short
Free Fly
Breeze 6" Short
Free Fly
Latitude Short
Free Fly
Tradewind Short
You're viewing
Inseam8"6"—7.5"
FabricBreeze stretch wovenBreeze stretch wovenLightweight stretch wovenRepreve poly / organic cotton
Sun protectionUPF 50+UPF 50+—UPF 50+
WaistElastic + drawcordAdjustable elasticPartial elastic, button flyFixed, button fly
Best forRelaxed everydayGym & hot daysWater & guide daysGolf & travel
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Real people, always

Our story

Someone who's been there

Ask about a trail, a tent or a fit, and a person who uses the gear writes back.

Picked, not just stocked

We carry the brands we trust on our own weekends outside.

Easy if it's not right

Free 30-day returns, and help finding the one that is.

Free shipping over $150

Shipped nationwide since '96. Some exclusions apply.