Island Trading Co - Hats & Sunglasses is a small, busy store located in downtown Oak Bluffs that offers a wide selection of quality hats and sunglasses. The owner is known for being friendly, personable, and very knowledgeable about hats, often going out of his way to help customers find the perfect fit. Customers have described him as a "Hat Whisperer" who is patient and obliging, even when the store is about to close. The store features a variety of hats that are noticeably better in quality than typical tourist shops, making it a worthwhile stop for those looking for stylish, well-made headwear. Many visitors have enjoyed the fun and engaging experience of shopping here, with some purchasing multiple items like sharp fedoras and other fashionable hats. The store is highly recommended for its welcoming atmosphere, great selection, and the owner's expertise, making it a popular choice for visitors wanting to find unique hats and sunglasses on the island.