The 10 Best Shoes for Boating [Plus Slip Protection, Comfort and Style!] What Is The Most Comfortable Daily Use Boat Shoe? The Sperry Top-Sider Men’s Billfish 3-Eye Boat Shoe What are the Best Boat Shoes To Wear On A Fishing Boat [fishing shoes]? The best fishing shoes for being on a boat fishing all day are the Columbia Men’s Drainmaker III Water Shoe. Do You Wear Socks With Boat Shoes?