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Dorchester Center, MA 02124

Discover New York City’s past on this 2-hour small-group tour exploring iconic sites like Wall Street, Trinity Church, and Castle Clinton with expert insights.
Exploring Old New York through a 2-hour guided walking tour offers a compelling way to understand the city’s transformation from a Dutch trading post to a global metropolis. Priced at $300 per group (up to 8 people), this tour makes history accessible and engaging, with a focus on Lower Manhattan’s key landmarks. Led by an experienced guide, the journey combines history, architecture, and stories behind some of the most renowned sites in the city. The tour departs at 10:00am from 1 Bowling Green and is designed for small groups, ensuring plenty of personal attention.
A notable feature is the small-group format, limiting participants to maximum 14 people, which enhances the intimacy and allows for more engaging storytelling. The tour is suitable for those who appreciate detailed historical context and prefer walking at a moderate pace. Be aware that the tour involves some walking on potentially uneven surfaces and may require moderate physical fitness.


The tour kicks off at the National Museum of the American Indian, located on the site of the former Fort Amsterdam and Custom House. This site is now part of the Smithsonian Institute and houses the American Indian Museum. The visit lasts about 10 minutes and is free of charge, offering a quick but meaningful introduction to the area’s colonial past. The historic significance of this location sets the tone for the rest of the tour, emphasizing New York’s early days.
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Next, participants walk to Trinity Church Wall Street, the oldest church in New York. The guide highlights its architectural features and history, with a short stop of 10 minutes. A key highlight is visiting the grave of Alexander Hamilton, providing a tangible connection to the city’s founding fathers. This free stop offers insight into New York’s religious and political history, and the church’s location in Financial District underscores its importance.
The tour then moves to Castle Clinton National Monument, a former immigration entry point before Ellis Island. With just 5 minutes at this site, visitors learn about its role as the first point of entry for many migrants coming into New York City. The site’s history as a fort adds depth to the understanding of the city’s defenses and immigration history. Admission is free, making this an accessible and informative stop.

A short walk leads to the Fraunces Tavern Museum, where George Washington bid farewell to his troops after the Revolutionary War. Spending about 5 minutes here, the group absorbs the significance of this location in American history. The site’s preservation as a museum provides context about early American independence and military history, all without an admission fee.

The tour continues along Stone Street, recognized as one of Manhattan’s oldest streets and the first paved street in the city. A 5-minute stop allows for a quick stroll through historic cobblestones, connecting the past to the modern financial hub. Following this, the guide leads the group onto Wall Street, where the original defensive wall stood. Here, a brief 5-minute walk introduces the financial district’s origins, setting the stage for the next stop at Federal Hall.

Federal Hall is where George Washington was inaugurated as the first US president in 1789. A 5-minute visit offers a glimpse into America’s early governance, with a focus on its architectural and political importance. The site is free to visit and provides context on the birth of the nation’s political institutions.

The final stop is the New York Stock Exchange, where the guide discusses the building’s history and its role as the heart of global finance. A 10-minute look at the exterior includes viewing the Fearless Girl statue, symbolizing women’s empowerment in the financial world. This site encapsulates New York’s economic legacy and modern-day identity.

The tour departs at 10:00am from 1 Bowling Green, located near many subway stops in lower Manhattan. It is designed for moderate physical activity, suitable for most visitors comfortable with walking. The mobile ticket feature allows for easy access, and service animals are permitted. The small group size enhances interaction with the guide, making the experience more personal.
The tour is led by Richard Soden, whose expertise and storytelling skills bring each location to life. The guide’s insights help deepen understanding of New York’s historical evolution, making the stops more than just sightseeing. The informative commentary is a key part of the appeal, especially for those interested in urban history and American roots.
Reservations are typically made 18 days in advance, reflecting high interest in this tour. The cost is $300 per group, which is ideal for small parties who want an intimate experience. The tour offers free cancellation if canceled 24 hours before the scheduled time, providing flexibility for planning.
This tour offers a compact yet rich overview of Lower Manhattan’s historic sites. It stands out for its small-group format, ensuring personalized attention and engaging storytelling. The stops are carefully chosen, blending historic landmarks, architecture, and stories that reveal NYC’s early days and financial foundations.
While the two-hour duration keeps the experience focused, it covers a comprehensive range of sites that illustrate New York’s evolution. It’s a great choice for anyone interested in history, architecture, or storytelling about the city’s past, especially those who appreciate guided insights over self-directed walking.
This tour is particularly suited for moderate walkers who enjoy urban exploration and want to understand the story behind the skyline. The free cancellation option offers peace of mind, and the $300 price reflects an intimate, well-curated experience in one of the world’s most historic neighborhoods.
“We really enjoyed all of the history of New York in this area. It was very informative and we could appreciate how the city has evolved. Despite th…”
What is included in the tour price?
The guided walking tour covers eight historic sites in Lower Manhattan. Entry to stops like the American Indian Museum and Federal Hall is free, and no additional fees are required.
How long does the tour last?
The tour is approximately 2 hours long, allowing enough time to visit each site without feeling rushed.
Where does the tour start and end?
It begins at 1 Bowling Green and concludes near Trinity Church at 89 Broadway.
Is the tour suitable for all fitness levels?
It is designed for those with moderate physical fitness, as it involves walking on city streets and uneven surfaces.
Can I cancel if my plans change?
Yes, the tour offers free cancellation if canceled at least 24 hours in advance.
Who leads the tour?
The experience is guided by Richard Soden, whose knowledgeable narration enhances each stop.
Is this tour appropriate for children?
While not explicitly stated, the moderate pace and historic focus make it suitable for older children with an interest in history.
Are food and drinks included?
No, the tour covers historic sites only; food and drinks are not part of the experience.
What makes this tour stand out?
The small-group format, expert guide, and carefully selected historic landmarks deliver a personalized and educational experience.
Can I join the tour if I have mobility issues?
The tour is best suited for those with moderate physical fitness; those with mobility concerns should inquire further before booking.
Is there a recommended time to book?
Booking 18 days in advance is typical, reflecting steady demand.