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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Sully 1/4 Zip Pullover - Black
Johnnie-O$138.00JO's 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. Heathered double knit 1/4 zip pullover Contrast... -
Freeborne Performance 1/4 Zip Pullover - Wake
Johnnie-O$118.00JO's 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... -
Krause 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... -
Paddock 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... -
100% Merino 1/4 Zip Mock Neck Pullover - Stone
Alashan Cashmere$234.00The Merino Quarter Zip pullover is beautifully crafted using our soft, 100% merino wool. This classic men's style is perfect for layering over a dress shirt or under your favorite jacket. Made in sophisticated neutral shades that elevate your personal... -
100% Merino 1/4 Zip Mock Neck Pullover - Buff
Alashan Cashmere$234.00The Merino Quarter Zip pullover is beautifully crafted using our soft, 100% merino wool. This classic men's style is perfect for layering over a dress shirt or under your favorite jacket. Made in sophisticated neutral shades that elevate your personal... -
Cotton Cashmere Thermal 1/4 Mock Neck - Ecru
Alashan Cashmere$175.00Our best-selling quarter zip pullover with added a cozy thermal knit to make it even more stylish! A cotton cashmere blend makes this pullover easy to layer. Available in modern neutrals that will fit into any man's wardrobe. Soft blend of fine cotton... -
Cotton Cashmere Thermal 1/4 Mock Neck Pullover Sweater
Alashan Cashmere$175.00Our best-selling quarter zip pullover with added a cozy thermal knit to make it even more stylish! A cotton cashmere blend makes this pullover easy to layer. Available in modern neutrals that will fit into any man's wardrobe. Soft blend of fine cotton... -
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...