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
- Product
- Qty in Cart
- Quantity
- Price
- Subtotal
-
Leroy Short Sleeve Shirt
Seven Diamonds$89.00Your everyday shirt, upgraded ? The Short Sleeve Performance Button-Up is designed with the perfect balance of comfort, style, and functionality. With a clean, modern look and easy fit, this is the shirt you’ll reach for from day to night. Made... -
Sorren Short Sleeve Shirt
Seven Diamonds$89.00A classic, upgraded ? Meet your new favorite 4-way stretch button-up—now with a modern twist. Crafted from a textured knit fabric, this shirt delivers an airy, breathable feel while keeping a clean, polished look. Designed with a sleek French... -
Monroe Short Sleeve Shirt
Seven Diamonds$89.00Your new go-to, from day to night ? The Monroe Short Sleeve Shirt is the perfect blend of comfort, performance, and effortless style. Designed with a modern fit and clean button-up silhouette, this shirt is made to keep up with your day—wherever... -
Calshot Trunk 7"
Helly Hansen$60.00The Men's Calshot Trunk 7" is perfect for sailing, watersports, or any summer activity. Made with stretch fabric, these swim trunks ensure unrestricted movement on and off the water. The quick-dry material keeps you comfortable, whether you're taking a... -
Newport Board Short 8"
Helly Hansen$70.00The Men’s Newport Board Shorts 8" are designed for life on the water. With a quick-dry fabric and stretchy fabric, these board shorts are lightweight, versatile, and made to keep up with all your favorite summer activities. Their streamlined... -
Koster Sweat Half-Zip Pullover
Helly Hansen$100.00The Men's Koster Sweat Half-Zip offers the perfect blend of casual style and elevated comfort. Crafted from soft fabric with a premium hand feel, it offers a polished, technical look. Versatile for everyday wear, this half-zip layers easily when the... -
Salt Original Sailing Jacket
Helly Hansen$285.00We’ve gone back to our aesthetic roots with a classic Helly Hansen flag stripe across the chest of the Men’s Salt Original Sailing Jacket. It’s built with our waterproof/breathable HELLY TECH® Performance technology to withstand... -
TYRI Knit 1/2 Zip Performance Pullover
Helly Hansen$90.00Designed for the modern adventurer, whether you’re hiking, camping, or trail running, our Men's Tyri Half-Zip combines comfort with practicality. We designed it with soft, stretchy fabric that offers freedom of movement, and the chin guard... -
TYRI Knit Hoodie
Helly Hansen$95.00The Men's Tyri Hoodie is designed for hikers, trail runners, and other outdoor enthusiasts. Wear it all year round as a layering piece or alone in warmer weather. It features raglan sleeves and a stretchy fabric for unrestricted movement. With... -
Bauer Top Shelf Quilted Vest
Johnnie-O$168.00Top Shelf collection features our most elevated pieces with an emphasis on ultra-premium fabrics and next-level details. The Bauer is designed with our signature snap front to give it that Johnnie-O practicality, while water resistant fabric and a... -
Hoppin Performance 1/4 Zip Pullover
Johnnie-O$158.00Made with the same fabric as our customer-favorite Hoppin Hoodie, this ribbed performance 1/4-zip, has a little extra oomph to keep you warm whether on the back nine or the just grabbing the paper. Stretch rib knit quarter zip Reflective... -
Everyday Performance Button Down Shirt - Jacobson Plaid
Johnnie-O$148.00Everyday Performance button-ups are designed to infuse athletic benefits into your go-to shirts. With a wrinkle-resistant nylon, bamboo and stretch blend that wicks moisture, breathes well and stretches, this shirt ensures you'll always look and feel...
