Embark on a journey along Long Island's picturesque North Shore and follow the 26 signs that now mark Route 25A as the Washington Spy Trail. Delve into the rich history of how ordinary citizens risked their lives during the Revolutionary War to provide crucial intelligence to General George Washington. Learn the history of the daring Patriots, and discover the hidden stories of spies like Abraham Woodhull, Benjamin Tallmadge, and Caleb Brewster who played vital roles in shaping America's history. Join us on this historic trail and witness firsthand the legacy of those who risked all for the fight for freedom.

The installation of signage and the designation comes after almost two decades of work on the part of the North Shore Promotional Alliance, which recognized the historical significance of the road President George Washington once travelled to thank the Patriots who helped win the Revolutionary War.

And, there’s so much more! Join us on a journey through time to uncover the more recent history of Long Island's North Shore. In the roaring 1920s, this area was a hub for rumrunners and bootleggers, navigating the waters to supply alcohol to the opulent Gold Coast mansions. With its close proximity to New York City, Long Island became a prime location for the smuggling of illegal booze. Fast forward to the turn of the century, and the North Shore was a haven for the elite, boasting extravagant "country estates" reminiscent of European palaces. Today, many of these historic estates have been repurposed into museums, gardens, and more, inviting the public to experience the grandeur of a bygone era. Join us in exploring the rich tapestry of Long Island's past and witness the legacy of wealth and luxury that still echoes through the North Shore today through its historic sites, museums, cultural attractions, and quaint port villages. Find overnight accommodations, fine dining, shopping and more.