Brooklyn Heights at Twilight: The Weird, Wonderful, and In-Between

As the 19th century came to a close, Brooklyn Heights stood at the edge of a rapidly changing city, its quiet streets home to sea captains, writers, and reformers navigating a world in flux. While the neighborhood’s elegance has endured, so have the eerie details tucked beneath the surface — strange carvings, lost passageways, and stories that never made it into the guidebooks. Get ready for a twilight stroll through the overlooked, uncanny, and quietly unsettling corners of one of New York’s most historic enclaves.

Join New York Adventure Club for a late-day walk through Brooklyn Heights, with a focus on how the neighborhood transforms at sunset — as the light fades, its quiet streets and historic architecture take on a more mysterious tone, making it the perfect backdrop for stories of the strange, shadowy, and long-forgotten.

Led by NYC Licensed Guide Marc Catapano, our unique experience will include:

• A walk through quiet streets, hidden alleys, and cul-de-sacs that reveal the neighborhood’s more atmospheric side
• A look at Gothic Revival churches, eerie architectural details, and rumored secret tunnels tucked behind 19th-century facades
• Stories of Brooklyn Heights legends, from lost cemeteries and secret societies to ghost sightings and wartime espionage
• An exploration of the area’s literary history, including how Brooklyn helped fuel H.P. Lovecraft’s most paranoid creations
• A sweeping view of Manhattan from the Promenade during sunset

Part historical, philosophical, and spooky, this experience is perfect for fans of the weird, the wonderful, and the in-between.

See you there!

*Please bring a water bottle and comfortable pair of shoes as we’ll be doing a lot of walking!

**This tour concludes at the Montague Street entrance to the Brooklyn Heights Promenade, a short walk from the Clark St (2/3), High St (A/C), and Court St–Borough Hall (R/2/3/4/5) stations — and steps from great pizza on Montague Street.

About Marc

Marc Catapano is a Licensed NYC Sightseeing Guide, active member of the Guides Association of New York City (GANYC), and the proprietor behind Flowers in the Concrete Walking Tours.

Born and raised in New York, Marc has spent years roaming the city’s streets, uncovering its secrets and sharing them with friends and visitors. Marc’s career includes writing and editing for Interview Magazine and Starlog Press, producing for MTV, award-winning scriptwriting for Nickelodeon, and freelance work for Oxygen Media and Discovery Networks. He was Vice-President of video content for Steve Van Zandt’s Renegade Media and even had a spell as a stand-up comedian. Marc’s tours—Beatnik Greenwich Village, East Village Underground, and Greenwich Village A Go Go—blend his creative talents with his passion for New York’s history and culture, offering a unique and engaging experience for all.

Disclaimer

Event takes place rain or shine.

By attending a New York Adventure Club experience, you accept our terms of service.

Photo Credit: Main - Wikimedia, Top Right - New York Public Library, Middle Right - Berenice Melis

Categories: In-Person, Neighborhood Tours