Pirates Invade Sheffield Island A Swashbuckling Summer Adventure Awaits -July 18 & 19

Yo, ho, ho—and a barrel of fun is headed for Sheffield Island Lighthouse when the annual Pirates Weekend & Cruise sets sail on July 18 and 19, 2026. Hosted by the Norwalk Seaport Association, this wildly popular event turns a scenic island getaway into a full-on high-seas escapade for the whole family, complete with treasure hunts, sea chanteys, and enough swashbuckling spirit to make your inner captain shout, “Ahoy!”

The adventure begins at 90 Water Street in South Norwalk, where guests board the ferry and cruise across the sparkling waters of Norwalk Harbor. Along the way, you’ll pass charming islands, historic lighthouses, and sweeping coastal views—basically, a scenic prelude to your pirate destiny. Ferries depart at 10:00 a.m., 11:30 a.m., and 1:00 p.m. So arrive early—these boats wait for no matey! Secure your spot with Pirates Weekend Ferry Tickets at seaport.org and set sail before the crew swabs the deck without you!

A Pirate’s Playground
Once ashore, Sheffield Island turns delightfully rogue. The day comes alive with the legendary Bawdy Buccaneers—a professional troupe of pirate re-enactors who bring history to life with just the right amount of mischief. Between treasure hunts on the private beach, interactive pirate games, sea chanteys, storytelling, and dramatic swordplay, there’s no shortage of high-seas hijinks. Add in tall tales of danger, mystery, and the open sea, and you’ve got yourself a day fit for the fiercest pirate and the mistress of the high seas.

Best of all, every bit of this eyebrow-raising adventure is included with your ferry ticket. And while the pirates are having their fun, the island still has plenty to teach: Pirates Weekend is also a chance to step into maritime history. Guests are invited to tour the lighthouse, uncover the legacy of Sheffield Island’s light keepers, and learn why preserving Long Island Sound matters. This popular event is part history lesson, part pirate party, and entirely unforgettable.


About the Norwalk Seaport Association

Founded in 1978, the Norwalk Seaport Association is dedicated to preserving and celebrating the region’s rich maritime heritage. Through educational programs, lighthouse tours, and unforgettable on-the-water experiences, the organization connects visitors of all ages to the history, environment, and beauty of the Norwalk Islands. Their mission is simple yet powerful: to strengthen the connection between past, present, and future through preservation, education, and community engagement.

Set Sail for Adventure with the Norwalk Seaport Association July 19 & 20

Ahoy there, mateys! If your family is craving a one-of-a-kind summer adventure, look no further than Pirate’s Day Weekend on Sheffield Island, hosted by the Norwalk Seaport Association. Happening July 19 and 20, this fun-filled event is the perfect blend of outdoor excitement, local history, and high-seas hijinks. With ferry departures at 10 a.m., 11:30 a.m., and 1 p.m. from 70 Water Street, you’re just a short ride away from discovering a magical island full of treasure hunts, sea chanteys, swordplay, and more! For tickets, click here

Once aboard the ferry, the adventure begins—kids and adults alike will be captivated by the views of Norwalk Harbor, mysterious islands, grand seaside homes, and historic lighthouses. But the real fun starts when you land on Sheffield Island and come face-to-face with the unforgettable Bawdy Buccaneers, a crew of nationally known pirate re-enactors. Your little swashbucklers will love digging for treasure on the beach, hearing wild tales of the sea, and getting hands-on with games and activities. Who knows, you might uncover a pirate secret or two!

All pirate-themed activities are included with your ferry ticket, making it a fantastic value. Plus, there’s convenient parking at the Maritime Garage.

So, dust off those tricorn hats, shine up your spyglasses, and get ready to make lasting memories. Pirate’s Day isn’t just an event—it’s a chance to step back in time, explore nature, and celebrate the rich maritime heritage the Norwalk Seaport Association has been preserving since 1978. For a fun, educational, and unforgettable day out with the family, Sheffield Island is your treasure map’s X.

About the Seaport Association
The Norwalk Seaport Association was founded in 1978 by a group of local citizens who had the vision to revitalize South Norwalk and preserve Norwalk’s maritime heritage. The Norwalk Seaport Association offers a cultural, environmental, and historical journey to the Norwalk Islands. The Sheffield Island Lighthouse and the Light Keeper’s Cottage offer a unique historical and educational venue that strives to increase awareness, appreciation, and consideration for our environment, highlighting how the preservation of historic buildings and nature contributes to our quality of life. We believe that preservation strengthens the perpetual partnership between the past, the present, and the future. The combination of the Lighthouse and the Stewart B. McKinney National Wildlife Refuge offers an unparalleled opportunity to educate children of all ages and adults about the importance of preserving Long Island Sound, our environment, and our maritime heritage.