Explore Men’s Preppy, Island-Inspired Resort Wear
Whether you’re lounging on a beach, surfing, hitting the links, or sailing, we feature men’s sports wear that captures classic American style with modern twists, all from brands you know and love.
From the best in performance shirts, button-down wovens to hybrid swim trunks, you’ll find everything you need at Island Pursuit.
Products List
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Calshot Trunk 7"
Helly Hansen$60.00The Men's Calshot Trunk 7" is perfect for sailing, watersports, or any summer activity. Made with stretch fabric, these swim trunks ensure unrestricted movement on and off the water. The quick-dry material keeps you comfortable, whether you're taking a... -
Newport Board Short 8"
Helly Hansen$70.00The Men’s Newport Board Shorts 8" are designed for life on the water. With a quick-dry fabric and stretchy fabric, these board shorts are lightweight, versatile, and made to keep up with all your favorite summer activities. Their streamlined... -
Koster Sweat Half-Zip Pullover
Helly Hansen$100.00The Men's Koster Sweat Half-Zip offers the perfect blend of casual style and elevated comfort. Crafted from soft fabric with a premium hand feel, it offers a polished, technical look. Versatile for everyday wear, this half-zip layers easily when the... -
Salt Original Sailing Jacket
Helly Hansen$285.00We’ve gone back to our aesthetic roots with a classic Helly Hansen flag stripe across the chest of the Men’s Salt Original Sailing Jacket. It’s built with our waterproof/breathable HELLY TECH® Performance technology to withstand... -
TYRI Knit 1/2 Zip Performance Pullover
Helly Hansen$90.00Designed for the modern adventurer, whether you’re hiking, camping, or trail running, our Men's Tyri Half-Zip combines comfort with practicality. We designed it with soft, stretchy fabric that offers freedom of movement, and the chin guard... -
TYRI Knit Hoodie
Helly Hansen$95.00The Men's Tyri Hoodie is designed for hikers, trail runners, and other outdoor enthusiasts. Wear it all year round as a layering piece or alone in warmer weather. It features raglan sleeves and a stretchy fabric for unrestricted movement. With... -
Bark Featherweight Flannel - Mallard Green
Onward Reserve$145.00Flannels are back for and lighter than ever! A fully cotton flannel with a button down collar, left chest pocket, and tape trim. It is the perfect flannel for cooler days. Pair it with any t-shirt and five pockets for an elevated look. 100%... -
Whipcord Featherweight Flannel - Crabapple
Onward Reserve$145.00Flannels are back for and lighter than ever! A fully cotton flannel with a button down collar, left chest pocket, and tape trim. It is the perfect flannel for cooler days. Pair it with any t-shirt and five pockets for an elevated look. 100%... -
Saddle Featherweight Flannel - Naval Academy
Onward Reserve$145.00Flannels are back for and lighter than ever! A fully cotton flannel with a button down collar, left chest pocket, and tape trim. It is the perfect flannel for cooler days. Pair it with any t-shirt and five pockets for an elevated look. 100%... -
Men's Chill Jacket 3.0
Helly Hansen$315.00The Men's Chill Jacket 3.0 is an updated take on our renowned fall-winter staple. Engineered with waterproof/breathable HELLY TECH® Protection technology and with sealed seams, this jacket ensures both waterproofness and breathability. The... -
Crew Vest 2.0
Helly Hansen$135.00 - $145.00Men’s Crew Vest 2.0 No. 34446 Our Men’s Crew Sailing Vest 2.0 features HELLY TECH® Protection technology that keeps it windproof, waterproof, and breathable. The vest is also fully seam sealed, which keeps water out. The collar and... -
M Varde Fleece Jacket 2.0
Helly Hansen$140.00 - $150.00Designed for the intrepid adventurer as a standalone jacket or as a versatile midlayer, the Varde is made with Polartec® Thermal® Pro™. This particular fleece delivers warmth without weight, durability and quick-dry properties. With the...
