There are many situations when you can chose different headphone styles, but not when it comes to the need for waterproof. If you are constantly in or around the water, you need waterproof headphones. The sound quality produced by water resistant headphones is remarkable and has improved significantly thanks to technology. There are options suitable for competitive and more amateur swimmers. You might decide that waterproof headphones are worth it when you accidentally drop them in a poorly placed puddle.
Best waterproof headphones overall 2018: