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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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%... -
Gatlin Everyday Performance Button Down Shirt
Johnnie-O$138.00Everyday Performance button-ups are designed to infuse athletic benefits into your go-to shirts. With a wrinkle-resistant nylon, Coolmax® and bamboo blend that wicks moisture, breathes well and stretches, this shirt ensures you'll always look and... -
Maarten Everyday Performance Button Down Shirt
Johnnie-O$138.00Everyday Performance button-downs are designed to infuse athletic benefits into your go-to shirts. With a wrinkle-resistant nylon, Coolmax® and bamboo blend that wicks moisture, breathes well and stretches, this shirt ensures you'll always look and... -
Kamper Performance Flannel Button Down Shirt
Johnnie-O$158.00The best flannel out there—this premium ultra-soft cotton-based flannel keeps your warm without the itchiness and makes chopping wood (or just tossing around the football) that much easier thanks to a touch of stretch. Long sleeve Button down... -
Olie Featherweight Performance Button Down Shirt
Johnnie-O$138.00Featherweight Performance button-downs are the lightest performance sport shirts we make. Made with a lightweight blend of nylon, lyocell and stretch that is naturally cool to the touch—this is how you keep things light and comfortable all day long... -
Hendley Everyday Performance Button Down Shirt
Johnnie-O$138.00Everyday Performance button-ups are designed to infuse athletic benefits into your go-to shirts. With a wrinkle-resistant nylon, Coolmax® and bamboo blend that wicks moisture, breathes well and stretches, this shirt ensures you'll always look and... -
Morganstern Natural Performance Button Down Shirt
Johnnie-O$138.00This button-down is made with a beautiful cotton and nylon performance blend that stretches and wicks moisture and features a hidden button-down collar. Finished with goosefoot and shanked buttons and our signature Tweener Button® which is hidden... -
Penns Performance Hoodie Pullover
Johnnie-O$138.00A high performance t-shirt hoodie that feels as good as it looks. The Penns is made of a performance fabric blend that moves with you when you're on the go. Whether you're going out for a timed run or a coffee run, you'll look good and feel great doing... -
Freeborne Performance 1/4 Zip Pullover
Johnnie-O$118.00We took our favorite lightweight performance fabric and upgraded it with a peached finish to make the softest base layer you'll own. And not for nothing, it's made with UPF 50 for sun protection. Lightweight base layer 1/4 zip Ultra soft peached... -
Men's Crew Hooded Pile Jacket
Helly Hansen$205.00Based on our heritage pile styles, the Men's Crew Hooded Pile Jacket combines warmth and waterproof protection for sailors, ashore or aboard. Our HELLY TECH® Protection technology and full seam sealing keep you dry and comfortable while a pile fleece... -
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... -
Men's Gravity Insulated Ski Jacket
Helly Hansen$305.00The perfect jacket for a perfect ski day blends our trusted technology with clean, mountain-inspired style. The HELLY TECH® Performance 2-layer technology is waterproof/breathable and windproof. PrimaLoft® BLACK delivers lightweight warmth. The...
