Nazis and World War II Spies of the Upper East Side of New York

Discover the Hidden World of WWII Spies and Nazis on the Upper East Side

This unique walking tour offers a fascinating glimpse into a little-known chapter of New York City’s history—its connections to Nazis, American Nazi sympathizers, and spies during the period leading up to and during World War II. For just $35 per person, you get a guided 2-hour journey through some of the most intriguing addresses in the Upper East Side, revealing stories and secrets many locals and visitors alike have never heard.

What stands out most about this tour is its focus on authentic, lesser-known stories that are seldom covered in traditional history walks. The tour is designed to be informative and engaging, with plenty of time to ask questions and absorb each story at your own pace. The fact that it’s a private experience means you’ll have personalized attention, making it a perfect choice for history buffs or curious travelers eager to see a different side of NYC.

One potential consideration is that, at just two hours, it’s a relatively brief look into a complex era. While the stops cover some of the most notable residences and hideouts, fans of in-depth history might want to supplement this tour with additional research or visits. Nevertheless, it’s an excellent way to spark curiosity and gain a nuanced understanding of how the city played a role in espionage and wartime intrigue.

This tour is especially well-suited for history enthusiasts, architecture fans, and those interested in espionage stories. If you prefer walking tours that offer a mix of storytelling, local insights, and a little intrigue, this experience will likely be a highlight of your NYC visit.

Key Points

• Fascinating Focus: Highlights New York City’s lesser-known WWII spy and Nazi sympathizer history.
• Personalized Experience: Private tour that allows for questions and flexible pacing.
• Convenient Location: Starts near public transportation at 535 Park Ave.
• Rich Stories: Discover secret operations, spy residences, and covert activities in iconic addresses.
• Cost-Effective: At $35, it offers a rich, story-driven experience unmatched for its price.
• Limited Duration: Perfect for a quick, impactful history fix without taking up your whole day.

Exploring the Itinerary in Detail

Starting Point: 540 Park Ave – Dusko Popov’s Residence

Our journey begins at the home of Dusko Popov, famously known as the inspiration for James Bond. Nestled in a stately building on Park Avenue, this stop offers a tangible connection to the espionage world, as Popov was a Serbian double agent who played a critical role during WWII. While there’s no admission fee, the significance of this residence sets the tone for the rest of the tour—highlighting how spies could blend into everyday high society in Manhattan.

Doll Store Cover Operation: 718 Madison Ave

Next, we visit the site of a doll store that functioned as a cover operation. Though brief, this stop hints at how espionage agents used clever disguises and inconspicuous businesses to conduct clandestine activities. The story here is subtle but adds to the overall picture of how deeply spies embedded themselves into NYC’s fabric.

Honey Trap for the Duquesne Spy Ring: 780 Madison Ave

Moving along, we explore a residence linked to a honey trap operation—a classic espionage tactic where agents used seduction to gather intelligence. This location becomes more than just a house; it’s a window into the dangerous games played during wartime, where trust was a weapon.

Fashion Icon and Spy: 710 Park Ave

Here, we learn about John Weitz, a renowned fashion designer who also doubled as a spy. The dual identity of this resident showcases how ordinary lives could harbor extraordinary secrets. The intersection of fashion and espionage in this context is surprisingly compelling and adds a layer of complexity to the neighborhood’s history.

William Sebold: A Mole Inside the Duquesne Ring at 223 E 82nd St

William Sebold’s residence is a key stop—Sebold was a mole inside the Duquesne Spy Ring, providing critical intelligence to the Allies. Knowing that a private citizen could be a double agent makes this history feel all the more real and relevant. The tour emphasizes how trust and betrayal were central themes in wartime NYC.

German American Bund and Nazi Sympathizers: 178 E 85th St

This address marks the former German American Bund headquarters—an organization that advocated Nazi sympathies in the US before the war broke out. It’s a stark reminder of the divided loyalties within America, and how some local communities supported fascist ideals. This stop helps contextualize the social tensions of the era.

Gerhard Kunze: “The American Goebbels” at 211 E 87th St

We visit the residence of Gerhard Kunze, often dubbed “The American Goebbels”, who was involved in Nazi propaganda efforts within the U.S. During this stop, you’ll understand how propaganda was a powerful weapon even on American soil.

Ignatz Grieble: Nazi Gynecologist at 56 E 87th St

This address introduces the unsettling story of Ignatz Grieble, a Nazi gynecologist. While perhaps less well-known, this stop illustrates how Nazi sympathizers infiltrated various professional fields, highlighting the pervasiveness of ideological sympathies among some Americans during that time.

P.G. Wodehouse: Author and Propagandist at 1000 Park Ave

Famous British author P.G. Wodehouse is linked to this residence, where he became a reluctant propagandist. The story of Wodehouse offers an intriguing look at how cultural figures navigated the complicated politics of WWII, sometimes unwittingly becoming part of the propaganda machine.

Marlene Dietrich: Movie Star and “Psyop” at 993 Park Ave

The final stop focuses on Hollywood icon Marlene Dietrich, who was believed to be involved in psychological operations (psyops). This adds a glamorous yet sinister layer to the tour—revealing how even movie stars played roles in wartime messaging.

The Experience and Practicalities

The tour lasts approximately 2 hours, making it manageable for most schedules. It begins at 2:00 pm near a central location with easy access via public transportation, which makes logistics simple even if you’re only in town for a short stay. Group size is limited to private bookings, ensuring you’ll have plenty of opportunity to ask questions and dive deeper into each story.

Each stop is brief, around 10 minutes, but packed with historical context and intriguing anecdotes. The tour’s pace encourages reflection rather than rushing through a checklist of sights. The cost of $35 is quite reasonable for the depth of stories and the exclusive nature of a private guide.

The guide’s storytelling skill can be a highlight, bringing these stories to life with enthusiasm and clarity. From what we learned in reviews, guides are knowledgeable and happy to share extra insights when asked, enriching the experience.

Weather and Accessibility

As an outdoor walking tour, it relies on good weather; if rain or snow disrupts the schedule, the tour provider offers options for rescheduling or refunds. The tour is accessible for most travelers, including service animals, and the meeting point is close to transit options, making logistics straightforward.

Who Will Love This Tour?

This experience is ideal for history buffs, especially those fascinated by espionage and wartime secrets. It suits travelers who enjoy walking through iconic neighborhoods with a twist, discovering stories behind familiar addresses. If you appreciate authentic stories that go beyond surface history, this tour offers a genuine glimpse into a secret wartime NYC rarely seen by visitors.

It’s perfect for those who prefer a private, tailored experience—whether you’re traveling solo, as a couple, or in a small group—and want to explore without the crowds. If your interest lies in quirky, offbeat histories that blend culture, politics, and espionage, this tour will not disappoint.

Final Thoughts

This tour offers a unique perspective on New York City, revealing a side of the Upper East Side many would never associate with WWII espionage and Nazi sympathizers. For just $35, you get a personalized, story-rich experience that connects you with some of the most intriguing addresses and figures of the era.

It’s a value-packed option for history lovers who want to deepen their understanding of NYC’s role in the clandestine operations of wartime Europe and America. The combination of fascinating stories, accessible locations, and expert guidance makes this experience stand out among NYC walking tours.

While it’s not an exhaustive history lesson, it serves as an excellent introduction and conversation starter, potentially sparking further curiosity and research. If you’re seeking a thought-provoking, engaging, and well-paced tour that goes beyond the usual sights, this one could be a highlight of your trip.

FAQ

How long is the tour?
It lasts about 2 hours, making it a manageable and engaging experience without taking up your entire day.

Where does the tour start?
It begins at 535 Park Ave, close to public transportation, ensuring easy access regardless of where you’re staying.

Is this a private tour?
Yes, it’s a private experience, so only your group will participate, allowing for personalized attention and questions.

What’s included in the price?
The price covers the guided walking tour, with stops at key addresses; there are no additional admission fees at the stops.

Can I cancel the tour?
Yes, you can cancel for free up to 24 hours before the scheduled start, with a full refund.

What should I wear?
Comfortable walking shoes are recommended, as the tour involves moving between addresses on foot.

Is the tour suitable for children?
Most travelers can participate, but given the historical and sometimes complex topics, it’s best suited for older children or teenagers interested in history.

Are there any accessibility considerations?
The tour is designed for most travelers and includes outdoor walking portions; service animals are permitted.

Exploring NYC’s underbelly of espionage and wartime intrigue might just be the unexpected highlight of your trip. This tour combines history, storytelling, and a touch of mystery—perfect for those wanting to see the city through a different lens.