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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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 Crew Hooded Jacket 2.0
Helly Hansen$175.00 - $185.00Built for the elements, ready for anything ??️ The Helly Hansen Men’s Crew Hooded Sailing Jacket 2.0 is your go-to outer layer for unpredictable weather. Designed with HELLY TECH® Protection, it’s fully waterproof, windproof, and... -
Hanks "Lightweight Sully" 1/4 Zip Pullover
Johnnie-O$148.00 - $158.00Spring line of performance button up shirts are breathable, moisture wicking, and wrinkle free. The perfect shirt for the guy on the go is here. All of our shirts include our signature Tweener Button which sits hidden between the 2nd and 3rd button... -
Mulligan Performance Woven Shorts
Johnnie-O$98.00Bar none, these are the best golf shorts you'll find. They're made with a clean cut and special woven performance material—not knit—which ups the quality in a way you can truly feel. The pockets have magnetic closures to prevent dropped tees,... -
Nassau Cotton Blend Shorts
Johnnie-O$98.00Designed like a classic Bermuda-style short with lightweight fabric and a touch of stretch, these shorts go the extra mile with a garment-dye process that gives them the perfect lived-in look. This garment has been made with a special treatment / wash... -
Brennan 2.0 Long Sleeve Pocket T-Shirt
Johnnie-O$58.00While this T-shirt is an essential, it's anything but basic. The crisp and cool cotton and modal fabric, garment-dyed wash, pocket detail, and signature surfer dude logo will make it so you never want to take this one off. We upgraded a J-O best seller... -
Dale 2.0 Short Sleeve Pocket Tee
Johnnie-O$55.00An everyday essential with signature comfort ✨ The Johnnie-O Dale 2.0 Short Sleeve Pocket Tee is the kind of t-shirt you'll reach for again and again. Crafted from a premium cotton-modal blend and garment-dyed for an ultra-soft feel, this classic pocket... -
Huronn Featherweight Performance Polo
Johnnie-O$98.00Step up your golf game with our classic Huron polo in a wash of new colors. There's nothing more classic than a solid performance polo out on the links. There are performance polos and then there are polos that perform. Our Featherweight... -
The Dublin Canle Knit Sweater - Chalk
$208.00The Dublin is a cozy sweater with a flattering fit. This multi-knit sweater offers an alternating straight cable and diamond pattern design. The extended hem with ribbed detail flatters your waist without being restrictive. Finished with a mock neck, the... -
Coastal Wash Original 4-Button Polo
Johnnie-O$108.00A classic that started it all ? The johnnie-O Original 4-Button Polo is a true staple—crafted with the same signature details that launched the brand, now updated for even better comfort and wear. Made from a soft cotton blend with added stretch,... -
M Paramount Softshell Vest
Helly Hansen$110.00 - $120.00Lightweight warmth with performance built in ? The Helly Hansen Men’s Paramount Softshell Vest is your go-to layer for comfort, mobility, and protection. Designed with a flexible softshell fabric and cozy fleece backing, it delivers... -
Cotton Cashmere Classic V-Neck Vest
Alashan Cashmere$105.00The Classic V-Neck Vest is an essential layering piece for men, all year round. This lightweight & classic style can be worn in the summertime over a t-shirt for golfing, or on top of your favorite dress shirt for cooler weather. Soft blend of...
