Private Tour of Presidential History in New York City
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Discover the fascinating stories of two U.S. presidents—Barack Obama and Donald Trump—who once lived just a few miles apart in New York City. This private walking tour, with just one subway ride included, offers an objective look at their early lives and careers, along with insights into other notable presidents like Nixon, Grant, Eisenhower, Clinton, and both Teddy and Franklin Roosevelt.
Throughout the tour, you'll visit key locations tied to their personal histories and careers. From Trump's first building in Queens to Obama's early apartments and significant NYC landmarks, you'll see the city through the lens of these influential figures. The tour encourages civil discussion, allowing guests to share their views in a respectful setting.
Designed for those interested in history, politics, or architecture, this experience combines storytelling with scenic walks through iconic neighborhoods. It's perfect for curious travelers who want a deeper understanding of NYC's presidential past and its vibrant history.
Frequently asked questions
How long does the tour last?
The tour lasts approximately 3 hours, including walking and a subway ride.
What languages are available for this tour?
The tour is conducted in English.
Is this a group or private experience?
It's a private tour for up to 15 people.
Are there age restrictions?
Yes, the tour is suitable for infants (0-1), children (2-10), and youth (11-17).
What should I know about accessibility?
Infants and small children can ride in strollers, but participants should have at least a moderate level of physical fitness.
What’s included and what isn’t?
The tour includes landing and facility fees. It does not include snacks, private transportation, or gratuities.
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund. Cancellations within 24 hours are non-refundable. Tours may be canceled due to bad weather or insufficient travelers.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 3 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Landing and facility fees
Not included
- Snacks
- Private transportation
- Gratuities
Itinerary
This private 3-hour tour explores NYC locations linked to Presidents Obama and Trump, with stops highlighting their early lives, careers, and the city's history. It includes one subway ride and several scenic walks through Manhattan neighborhoods.
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Stop 1
Trump, 29, rebuilt his first building here in 1975. Meet at the Grand Central clock/information booth. See the star ceiling with NYC's biggest mistake. Downstairs is a food court with historic charm.
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Stop 2
Obama, 22, worked as a corporate journalist at Business International Corporation nearby. View the UN building and pass by the Daily News Building and Pfizer, key players in NYC's history.
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Stop 3
Visit Trump Tower on Park Avenue, once a hotel from 1929, now a luxury condo. See Obama's second apartment nearby and learn about neighborhood changes since 1983.
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Stop 4
Explore Trump's iconic home, where 'The Apprentice' was filmed, and see the rebuilt Plaza Hotel, also featured in 'Home Alone.' NYC's first female construction manager supervised the 1983 project.
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Stop 5
Rebuilding the Wohlman ice rink put Trump in the news in 1986. Trump Parc's penthouse sold for $27 million. Pass by Central Park, the Zoo, and hear stories about Obama posing at 'The Pond.'
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Stop 6
See Philip Johnson's Gulf and Western Building (now Trump International Hotel), the Columbus monument, and notable NYC landmarks like Denzel Washington's home and the CNN building.
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Stop 7
Most of Obama’s NYC years were spent here. Visit his apartments, favorite spots like the 'Seinfeld' restaurant, and hear about his early days in the city, including his first night sleeping in an alleyway.
Meeting point & pickup
Meet at the start point or enjoy pickup service from select hotels. Be prepared to walk and stand for about 3 to 3.5 hours, with scheduled sitting breaks and one subway ride.
Pickup is available from 933 listed hotels. Exact time will be confirmed after booking.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund. Cancellations within 24 hours are non-refundable. Tours may be canceled due to bad weather or insufficient travelers.
- 100% refund if canceled at least 1 day before
- No refund if canceled less than 24 hours before
Instant confirmation
Your booking is confirmed immediately after checkout.
From $95.00 per person
- Free cancellation
- Secure checkout with our booking partner
