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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Tour Stripe Performance Pique Polo
Onward Reserve$105.00Performance meets polish ⛳✨ The Onward Reserve Tour Performance Pique Polo is built for the course—and everything after. Made from durable, breathable pique fabric, this ultra-lightweight polo is designed to keep you cool, dry, and comfortable... -
Lawn Terry Short Sleeve Polo
Onward Reserve$105.00Your go-to summer polo ☀️ The Onward Reserve Lawn Terry Polo is built for easy, laid-back days in the heat. Made from soft, breathable terry fabric, it delivers lightweight comfort without feeling heavy—perfect for everything from beach days to... -
Drift Short Sleeve Shirt
Onward Reserve$105.00Easy, breathable, and built for the outdoors ?☀️ The Onward Reserve Drift Shirt is your go-to for warm days and on-the-go plans. Made from high-performance seersucker fabric, it offers a lightweight, breathable feel with a subtle textured finish that... -
White Classic Fit Quad Woven
Onward Reserve$158.00A timeless essential, perfected ? The Onward Reserve White Classic Fit Quad Woven Shirt is your go-to for clean, classic style with modern performance. Designed for those who love the feel of cotton but want added functionality, this shirt delivers... -
Quincy Classic Fit Quad Shirt
Onward Reserve$158.00Classic style, upgraded ? The Onward Reserve Quincy Classic Fit Quad Shirt delivers that timeless cotton feel—now with added performance benefits. Designed for guys who appreciate a classic look with modern comfort, this button-down offers just... -
Caladesi Half Elastic Swim Trunks 7"
Johnnie-O$98.00Made for beach days and beyond ?☀️ The johnnie-O Caladesi Half Elastic Swim Trunks (7") are built for everything summer throws your way. With a comfortable half elastic waistband and adjustable drawcord, they deliver the perfect blend of structure,... -
Star Spangled Half Elastic 7" Swim Trunks
Johnnie-O$98.00Made for sun, surf, and summer celebrations ??? The johnnie-O Star Spangled Half Elastic Swim Trunks (7") bring standout style to your warm-weather lineup. Designed with a comfortable half elastic waistband and adjustable drawcord, they offer the... -
Curacao Half Elastic 7" Swim Trunks
Johnnie-O$98.00Made for sunshine, surf, and everything in between ?☀️ The johnnie-O Curacao Half Elastic Swim Trunks (7") are your go-to for beach days, boat days, and beyond. Designed with a comfortable half elastic waistband and adjustable drawcord, they offer the... -
Osmond Performance Jersey Polo
Johnnie-O$105.00Your everyday polo, upgraded ☀️ The johnnie-O Printed Performance Polo is a must-have for any guy’s closet—combining classic style with modern performance. Made from a lightweight, moisture-wicking fabric with just the right amount of... -
Marina Performance Jersey Polo
Johnnie-O$105.00Your go-to polo for every day ☀️ The johnnie-O Printed Performance Polo combines classic style with modern performance. Made from a lightweight, moisture-wicking fabric with added stretch, it keeps you cool, comfortable, and moving with ease from... -
Waverunner Performance Mesh Polo
Johnnie-O$118.00A classic, upgraded for performance ⛳✨ The johnnie-O Mesh Performance Polo takes everything you loved about your go-to mesh polo and elevates it with modern performance fabric. Lightweight, breathable, and built with stretch, this polo is designed for... -
Coupe Performance Jersey Polo
Johnnie-O$105.00Your everyday polo, done right ? The johnnie-O Printed Performance Polo is a staple every guy needs in his closet. Designed with lightweight, moisture-wicking fabric and just the right amount of stretch, it keeps you cool, comfortable, and moving with...