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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Jackson Pullover Sweater
Onward Reserve$158.00Our best-selling sweater is back and better than ever... With a new and improved cotton and Merino Wool blend and classic suede details. Wear it with a pair of Five Pockets or under a sport coat. The Jackson 1/4 Zip is a lightweight layer that never goes... -
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%... -
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... -
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... -
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... -
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... -
Aktivator Fleece Performance Full Zip Jacket
Kuhl$169.00What Makes It KÜHL? The temperature-regulating AKTIVATOR® Full Zip defies and disrupts the iconic fleece jacket. Our body-mapped design features two weights of premium fleece to place heavyweight heat where you want it, and lighter-weight... -
Joyrydr Shirt-Jacket
Kuhl$149.00What Makes It KÜHL? The JOYRYDR™ Shirt-Jac looks like a shirt, works like a jacket, and will quickly find its way into your routine. Soft fleece body lining delivers superior comfort and premium warmth to this classic, flannel design. Find... -
Rydr Pant
Kuhl$99.00What Makes It KÜHL? The legendary RYDR™ outperforms rivals in its class and sets a new standard for those who live life to its fullest. Ruggedly durable yet stylish and comfortable, these versatile pants can take on any challenge with their...