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Shards of the Past – A Walking Tour from Sag Harbor Whaling Museum to Eastville

October 15th at 12:00

Shards of the Past –

A Walking Tour From

Sag Harbor Whaling Museum to Eastville

Join us for an immersive historical walking journey through the beautifully preserved streets of Sag Harbor. Our story begins in the golden age of the 19th-century maritime trade, highlights the sweeping early 20th-century civic architecture funded by local philanthropy, and winds its way into Eastville—one of America’s earliest known free, multi-ethnic working-class communities. Along this scenic stroll, we will uncover how global wealth, diverse cultures, and architectural innovations shaped the unique spirit of the East End. 

 In partnership with Eastville Community Historical Society & The Bridgehampton Museum.

The Starting Point: Sag Harbor Whaling & Historical Museum (200 Main St): We kick off at this spectacular 1845 Greek Revival mansion. Built for a wealthy whaling captain, its grand structure, ornate exterior, and historic artifacts perfectly illustrate the immense global prosperity flowing through the village's ports. 

The John Jermain Memorial Library (201 Main St): Directly across the street, we visit this 1910 Classical Revival gem. Commissioned by philanthropist Margaret Olivia Slocum Sage in memory of her grandfather, its breathtaking 35-foot copper dome and terracotta rotunda served as a cultural hub for the massive early 20th-century immigrant population arriving to work in Sag Harbor’s factories. 

The Custom House (192 Main St): Just a short stroll away sits the historic Custom House. As the first custom house established in New York State, this building stood as the literal gateway for international trade, where cargo from across the globe was taxed and cleared. 

The Old Whalers' Church (44 Union St): We turn down Union Street to marvel at this stunning National Historic Landmark. Designed in an exotic Egyptian Revival style, its towering presence serves as a monument to the sailors who braved the oceans and the community that awaited their return.

Pierson Middle/High School (200 Jermain Ave): A vital piece of local heritage, this grand brick building was also funded by Mrs. Sage and opened its doors in 1907 to centralize the village's education. For over a century, its halls and legendary historic gym floor have been the beating heart of the tight-knit Sag Harbor community. 

The Destination: Eastville Community Historical Society (139 Hampton St): We conclude our tour by exploring the rich, vital history of Eastville. This neighborhood stands as a monumental testament to a thriving 19th-century working-class community comprised of African Americans, Native Americans, and European immigrants who built the backbone of Sag Harbor.

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Next
October 17

Haunted Walking Tour