Men's Anchor 5 Pocket Pant

Anchor softness in a timeless five-pocket silhouette.

$108
Color: Black Sand
  • Free shipping on orders $150+
  • Free pickup at our Arlington, TX store today
  • Free 30-day returns
Top features
Garment-washed softness
2-way stretch twill
Substantial 305 GSM fabric
Description

We took the same buttery soft fabric from our much-loved Anchor Chino and built out a timeless five-pocket silhouette to add to your arsenal of everyday favorites. 

Perfect for
Everyday
All-day comfort.
Office & links
Polished comfort.
Nights out
Dinner to drinks.
Features
  • Garment-washed softness. Washed and brushed after construction for a soft, lived-in feel right out of the gate.
  • 2-way stretch twill. Cotton twill with 2% spandex flexes with you for easy everyday mobility.
  • Substantial 305 GSM fabric. A hefty, quality twill that drapes cleanly and holds up to constant wear.
  • Performance-upgraded classic. Casual, timeless style with the comfort and stretch of modern performance wear.
Size & Fit
Slim
Regular
Relaxed

Close to the body. Size up if you're between sizes or want room to layer underneath.

  • Slim fit
  • 14” leg opening
Open size guide
Materials
  • 98% Cotton / 2% Spandex.
  • 305 GSM.
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 MANCH5P-328
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

2% spandex gives this cotton twill everyday flex.

Quick-dry

Low
Moderate
High
Top

305 GSM cotton twill is built for comfort, not fast dry times.

Breathability

Low
Moderate
High
Top

A substantial twill that wears best in mild temps.

Best for

Is this right for you?

Everyday jeans alternative

The five-pocket look you live in, cut from buttery-soft garment-washed twill.

Not for: Want a classic chino instead? Try the Anchor Chino Pant

Nights out

A slim fit and 14" leg opening keep the silhouette sharp after dark.

Not for: Need technical stretch for the outdoors? See the South Fork Guide Pant

Full spec sheet

Technical Specs

Fabric98% Cotton / 2% Spandex twill
Fabric weight305 GSM
FitSlim
Leg opening14"
Inseam32"
PocketsFive-pocket with back drop-ins
Sizes32–38
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 makes the Anchor fabric feel so soft?

Each pair is cut from cotton twill with 2% spandex, then garment-washed and brushed after construction. That finishing step gives the fabric a soft, lived-in feel right out of the gate — no break-in period required.

What pockets does the Anchor 5 Pocket Pant have?

It's a timeless five-pocket silhouette, including back drop-in pockets for stashing your phone, wallet, or keys.

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 Anchor 5 Pocket Pant compares

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

Feature
Free Fly
Stretch Canvas 5 Pocket
Free Fly
Anchor Chino Pant
Free Fly
Anchor 5 Pocket Pant
You're viewing
Free Fly
Canvas Field Pant
FabricStretch canvas (cotton / bamboo)Cotton twillHeavyweight cotton canvas
FeelRugged + soft stretchGarment-washed softBroken-in canvas
FitStraight legClassic chinoRugged work pant
Signature pocketClassic 5-pocketHidden thigh zipKnife pocket
Inseam—32"32"
Best forEveryday casualOffice & travelYard & job site
Shop →Shop →Shop →

Browse all pants →

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

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Shipped nationwide since '96. Some exclusions apply.