Private Tour: Colonial and Revolutionary New York

What's included

What you'll see and do

1. Tweed Courthouse

   We begin at the steps of the Tweed Courthouse, on ground once surrounded by British barracks, a jail, and the city’s poorhouse. This was a center of unrest in the years leading to the Revolution. Here, the Sons of Liberty defied British authority, raised liberty poles, and clashed with soldiers. We’ll focus on the lesser-known New Yorkers—artisans, laborers, and merchants—who organized resistance before independence was even imagined.

   15 minutes here

2. The Municipal Building

   Behind one of the most imposing government buildings in New York lies one of the darkest chapters of the Revolution. This area was tied to the prison system where thousands of American prisoners died during the British occupation—on land and in the waters of the East River. We’ll also identify the site of the first Presidential Mansion and the original location of the Bank of New York, linking the suffering of the war to the foundations of the new nation.

   15 minutes here

3. St. Paul's Chapel

   At this colonial-era church, we step into both the personal and national consequences of the Revolution. We’ll visit the resting place of a key figure from the 1775 campaign in Quebec and examine how the war forced both patriots and loyalists into exile at different moments. The chapel also witnessed one of the most symbolic early events of the new republic, tying the Revolution directly to the creation of the United States government.

   15 minutes here

4. John Street United Methodist Church

   Founded in 1766, this is the oldest Methodist congregation in North America and one of the most important religious sites of early New York. While Anglicanism was the established church, the city was already religiously diverse, especially in areas like the North Ward. Here, we focus on the everyday New Yorkers—artisans, laborers, and immigrants—whose lives shaped the city during the Revolution. Just behind the church stood the house Thomas Jefferson leased while serving as Secretary of State under George Washington. This stop marks a shift in the story—from revolution to nation-building—where the future of the United States was shaped not only by war, but by negotiation, compromise, and political conflict.

   Pass by without stopping

5. South Street Seaport Historic District

   Colonial New York was deeply tied to Britain—commercially, financially, and culturally—but resistance took shape along the waterfront. Here, merchants and sailors pushed back against imperial control. We’ll cover the early violence that erupted in New York before the Boston Massacre, as well as the strategic retreat that preserved Washington’s army and kept the Revolution alive in its earliest days.

   15 minutes here

6. Wall Street

   Wall Street was already a place of power before the Revolution—home to a slave market, a growing financial center, and some of the city’s most prominent residences. At its core lies one of the most consequential intersections in American history, where we encounter the site that became the birthplace of the United States government. Here, the Revolution, finance, and politics converge. We’ll explore how money, power, and information—sometimes through formal institutions, sometimes through informal networks and espionage—shaped both the war and the nation that followed, on one of the most influential streets in the world.

   20 minutes here

7. Federal Hall

   At this site, the Revolution transitions into government. Here, George Washington was inaugurated in 1789, and the first Congress met under the new Constitution. We’ll examine how a fragile confederation became a functioning federal system—through financial policy, political compromise, and the early structures that still define the United States today.

   20 minutes here

8. Trinity Church Cemetery & Mausoleum

   Trinity Church stood at the center of colonial New York’s religious and political life. Severely damaged during the Great Fire of 1776, it became a symbol of the city’s destruction during the British occupation. Its reconstruction after the war mirrors New York’s broader recovery. In its churchyard, we connect the Revolution to the early republic through the people who shaped it—founding figures, signers of the Declaration of Independence, financiers, judges, and Treasury officials who moved between commerce, law, and government. Alexander Hamilton, buried here, anchors that story. This is where power consolidated after the war, as the same networks that supported resistance helped build the institutions of the new nation.

   15 minutes here

9. Fraunces Tavern Museum

   One of the most important surviving sites of the Revolutionary era, Fraunces Tavern served as a hub of political and military activity. Here, Washington delivered his farewell to his officers in 1783, marking the end of the war. The tavern also operated as a center of communication and intelligence, where merchants, officers, and revolutionaries exchanged information that shaped the conflict.

   10 minutes here · Admission not included

10. Bowling Green

    We end where British power once stood strongest—at the site of Fort George, overlooking Bowling Green. From here, the British controlled New York for seven years, turning it into the military and political center of their North American operations. What began on July 9, 1776—when Washington’s troops first heard the Declaration of Independence—finds its conclusion here. On November 25, 1783, British forces evacuated the city, and American troops returned. The war in New York had come full circle. At this final stop, we examine what that transition actually meant: the return of patriot refugees, the departure of loyalists, and the transfer of power from empire to republic. From occupation to independence, the story that began at our first stop ends here.

    15 minutes here

Where it starts and ends

Before you book

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Languages

en, es

Ticket

Mobile Only

Runs on

Every day

Group size

Up to 15 travelers per booking

Operated by

NYC Five Boro Tours

Know before you go

• Service animals allowed
• Public transportation options are available nearby
• Suitable for all physical fitness levels

Photos

Traveler reviews

1 verified traveler reviews for Private Tour: Colonial and Revolutionary New York. Ratings and reviews provided by Viator and Tripadvisor.