We use roller bags for traveling easier getting through airports and such but then when we get were we are going switch to a smaller day bag. I like a dry bag to take onto a boat so things like towels or change of clothes don’t get wet and they pack down for easy storage as most day boats have limited space. I will also use a mesh backpack on a small boat to carry gear to and from the boat if I’m not worried about anything getting wet and you can stuff it anywhere. Stahlsac make great rolling gear bags and backpacks.