If you're an athlete who enjoys swimming, you might be interested in waterproof headphones. These devices allow you to listen to music or podcasts while swimming, helping to keep you motivated and focused during your workouts. Traditionally, it was difficult to enjoy your favorite tunes in the pool, but now, a range of waterproof headphones are making it easier to enjoy your playlist without worrying about water damage. I tested several models to find the best options for swimmers and triathletes, evaluating their sound quality, comfort, and performance in the water. The Shokz Openswim Pro stands out as the best overall waterproof headphones. These bone-conduction headphones sit just outside the ear and transmit sound through the cheekbones, leaving the ears open. This design is comfortable and allows for clear audio even during long swims. With 32GB of internal storage and Bluetooth connectivity, they offer both versatility and convenience. They are also lightweight and sit neatly under a swim cap, making them easy to forget you're wearing them. Despite being the most expensive option, their audio quality and comfort make them a strong investment. For those who need long battery life, the Nank Runner Diver2 Pro is a top choice. These headphones offer 10 hours of playback on a single charge and have an IP69 waterproof rating, making them suitable for snorkeling or scuba diving. They also feature both Bluetooth connectivity and MP3 storage, allowing users to switch between streaming and stored songs. However, they lack adjustable headbands, which may be an issue for those with smaller heads. The H2O Audio Sonar 2 Pro is ideal for those who prioritize a secure fit. These headphones clip directly onto the goggle straps, offering a more streamlined and secure feel in the water. However, they are quite swim-specific and may not be suitable for use outside the pool. They offer good sound quality with earplugs and are comfortable for long swims, though the price may be high for casual swimmers. The Creative Outlier Free Pro is a good option for triathletes who need voice control features. These open-ear headphones allow for seamless switching between pool and dry-land training. They offer 8GB of internal storage and support voice assistants like Alexa and Siri. However, the storage capacity is less than some other models, which might be a limitation for those with large music libraries. Finally, the Wantek Swimming Bone Conduction Headphones stand out for their call quality. They have a built-in noise-cancelling mic that allows for clear communication during walks or runs after swimming. While their sound quality is decent, they are not as robust in the water compared to more expensive models. They offer 32GB of internal storage, which is a good value for the price.