Stay Out Longer | Shop Sun Protection Tops

Free Shipping Orders $150+

Men's Tradewind Short

$88
4.9
Rated 4.9 out of 5 stars
30
change::sandbar::1

MODEL | Jay is 6'1" wearing size 32

MODEL | Jay is 6'1" wearing size 32

Men's Tradewind Short

$88
4.9
Rated 4.9 out of 5 stars
30

Color: Sandbar
  • NEW
    Cement swatch
  • Sandbar swatch
  • Slate Blue swatch
  • Smoke swatch
Size:
  • 30
  • 32
  • 34
  • 36
  • 38
  • 40
See Size Guide

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

Only $150 away from free shipping. Free returns & exchanges.


Join our Loyalty Program or sign in to access more benefits.

About This Style

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.

Lightweight

UPF 50+

  • Material Description: Ultra-soft, stretch woven with DWR
  • Material Contents: 73% Repreve Polyester / 19% Organic Cotton / 8% Spandex + DWR
  • Fabric Weight (GSM): 150
  • Turn inside out and wash on cold, delicate cycle. We recommend hang drying. Following these simple steps will extend the life of your garment.
    See Size Guide
    4.9
    Rated 4.9 out of 5 stars
    Based on 30 reviews
    Total 5 star reviews: 28 Total 4 star reviews: 1 Total 3 star reviews: 1 Total 2 star reviews: 0 Total 1 star reviews: 0
    FitRated 0.2 on a scale of minus 2 to 2
    30 reviews
    • TightWadDIY B P.
      Flag of United States
      Verified Buyer
      1 month ago
      Men's Tradewind Short - Slate Blue
      Reviewing
      Men's Tradewind Short - Slate Blue
      Rated 5 out of 5 stars
      My every day shorts. Golf, dinner, and lounge.

      My favorite shorts that FreeFly makes. I wear these on the golf course, night out on the town or when I'm hanging around the house. I have 5 pairs now! They do run a little bit larger in the waist.

    • Anonymous
      Flag of United States
      Verified Buyer
      What is your height? 6'1-6'3
      What is your weight? 180-200
      3 months ago
      What is your height? 6'1-6'3
      What is your weight? 180-200
      Men's Tradewind Short - Slate Blue
      Reviewing
      Men's Tradewind Short - Slate Blue
      Rated 5 out of 5 stars
      Great fit and fabric

      Bought these for my husband and he loves them. They are great looking shorts.

    • Gary
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Sandbar
      Reviewing
      Men's Tradewind Short - Sandbar
      Rated 5 out of 5 stars
      5 Stars

      I like these shorts. They are lightweight and comfortable. Like all the products I have bought from Free Fly I am happy with them.

    • Steve
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Sandbar
      Reviewing
      Men's Tradewind Short - Sandbar
      Rated 5 out of 5 stars
      5 Stars

      Fits great. Extremely comfortable. Attractive.

    • William
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Sandbar
      Reviewing
      Men's Tradewind Short - Sandbar
      Rated 5 out of 5 stars
      5 Stars

      Best shorts I’ve ever worn. Instant favorite.

    • Ryan
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Smoke
      Reviewing
      Men's Tradewind Short - Smoke
      Rated 5 out of 5 stars
      5 Stars

      Very comfortable, great fit; a definite staple for the warm seasons

    • anna
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Slate Blue
      Reviewing
      Men's Tradewind Short - Slate Blue
      Rated 5 out of 5 stars
      5 Stars

      Husband loves the fit and color!

    • Keith
      Flag of United States
      Verified Buyer
      4 months ago
      Men's Tradewind Short - Slate Blue
      Reviewing
      Men's Tradewind Short - Slate Blue
      Rated 5 out of 5 stars
      5 Stars

      Shorts feel and fit great!

    Reviews LoadedReviews Added

    Added to your cart:

    add to cart image
    Men's Tradewind Short - Sandbar
    Color: Sandbar
    Size: 30
    Qty: 1
    $88.00