Kim

Every summer I look forward to the cool ocean air, breathtaking views, and simplicity of life on Cuttyhunk Island. My family has a home on Tower Hill Road where I am fortunate to spend several weeks each summer. When I'm not on the island I live in Richmond, VA with my husband, daughter, and 2 hound dogs.

Captaint Bruce helping with fish

Exploring Cuttyhunk Island: The Top 5 Activities for Your Island Adventure

Nestled in the heart of Buzzards Bay, Cuttyhunk Island offers a unique blend of natural beauty and recreational opportunities. Whether you’re a nature enthusiast, a fishing buff, or simply seeking a serene getaway, Cuttyhunk has something to offer every visitor. In this guide, I’ll cover my top 5 things to do on Cuttyhunk Island. 1. …

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front of the Yacht Club buuilding

Cuttyhunk Yacht Club Boutique

The Cuttyhunk Yacht Club has a small boutique with shirts, hats, cups and other souvenirs. They open up shop in front of the Yacht club but their hours vary throughout the season. It’s best to check the Cuttyhunk Chatter Facebook page to find out the next time they will be open. Upcoming Hours:September 6. 10am …

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Catching a fish on cuttyhunk island

Fishing Charters

Cuttyhunk Island offers visitors a fantastic opportunity to indulge in world-class fishing experiences. Situated in the pristine waters of the Atlantic Ocean, the island boasts an abundance of marine life, making it a haven for anglers of all levels. Whether you’re a seasoned fisherman or a novice looking to cast your first line, Cuttyhunk’s shores …

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Long Shack Cuttyhunk outside

The Long Shack

The Long Shack on Cuttyhunk Island is located on Tower Hill Road and has a full kitchen, cozy ambiance and can sleep up to six guests. This lovely home deck boasts one of the best views of Cuttyhunk Harbor, nearby Penikese Island and Buzzards Bay, offering a lovely venue for evening cocktails and dinner among …

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Cuttyhunk historical society outside

Cuttyhunk Historical Society

At the heart of preserving Cuttyhunk Island’s rich history stands the Cuttyhunk Historical Society. Founded with a passion for safeguarding the island’s heritage, this society serves as a guardian of the past, diligently collecting and sharing artifacts, documents, and stories that chronicle the island’s evolution. With a deep commitment to education and community engagement, the …

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Front of the Island Market

Cuttyhunk Island Market

Now closed for the 2023 season The Cuttyhunk Island Market serves as a convenient hub for visitors and residents in need of essential grocery staples. Stocked with a thoughtfully curated selection of everyday necessities, the market ensures that guests have easy access to items that enhance their stay. From pantry essentials to forgotten toiletries, the …

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Jewelry by Benjamin Beyond

Benjamin Beyond

Located at the fishing dock, Benjamin Beyond one-of-a-kind jewelry you won’t want to miss. Ben creates each piece by hand and turns beach stones and shells from Cuttyhunk Island into wearable art. If you’re lucky, you may even see him in-action working on his latest piece. He is open to custom pieces and can turn …

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ArtiZen Teez Sign

ArtiZen Teez

Located in the middle of Cuttyhunk Island’s bustling fishing dock, Artizen Teez emerges as a delightful boutique for those seeking mementos of their island visit. This charming souvenir shop offers a curated collection of items like stylish shirts, hats, mugs and stickers adorned with intricate designs that encapsulate the island’s unique spirit. Whether you’re a …

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