Lightweight Cushioning with Nautical Style
Cole Haan GrandPro Windward Men’s reimagines the classic boat shoe with modern comfort and versatile design. Built for dockside strolls, weekend outings, and casual office wear, this style blends premium materials, responsive cushioning, and slip-resistant traction. Cole Haan GrandPro Windward Men’s delivers the look of a traditional moc with the feel of a performance sneaker.
The upper features full-grain leather or premium suede with moc stitch detailing across the toe and heel. Skip lacing and metal eyelets add visual interest and a secure fit, while the low-cut silhouette keeps the look clean and easy to pair with jeans, chinos, or shorts. A soft lining enhances breathability, and the heel mustache adds a subtle nod to sport-inspired design.
Underfoot, the patented FlowerFoam drop-in midsole cushions each step with lightweight support. This proprietary compound includes at least 25% natural dandelion rubber, offering eco-conscious comfort without sacrificing performance. The Anchortrac rubber outsole provides steady grip on wet and dry surfaces, making this shoe ideal for both boat decks and city sidewalks.
At Brown’s Shoe Fit, we recommend Cole Haan GrandPro Windward Men’s for customers who want a refined casual shoe with sneaker-like comfort. As your locally owned footwear destination, we’re proud to offer premium styles backed by expert service and awesome customer care. Whether you’re upgrading your summer wardrobe or looking for a travel-ready loafer, our team is here to help you find the perfect fit.
- Full-grain leather or premium suede upper with moc stitch detailing
- Skip lacing and metal eyelets for secure fit and style
- Soft lining for breathable comfort
- Patented FlowerFoam drop-in midsole with dandelion rubber
- Anchortrac rubber outsole for slip-resistant traction
- Heel mustache for sport-inspired detailing
Cole Haan GrandPro Windward Men’s delivers lightweight cushioning and nautical style in a boat shoe made for movement.


