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Private Tour in Presidents Obama and Trump's Success in NYC

New York

From US$95 per person

Book tickets on Viator (opens in a new tab): Private Tour in Presidents Obama and Trump's Success in NYC

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Group size
Up to 15
Language
English

About this tour

For four years (1981-85), Mr. Trump and Obama lived four miles apart. This walking tour - with one subway ride - is objective. Tourists may share political views, civilly.

Other presidents are along the way: Nixon, Grant, Eisenhower, Clinton and both Teddy & Franklin Roosevelt.

Accessibility, as stated by the supplier

  • Stroller accessible

Meeting point: Meet at the info booth clock in the middle of the station. The nearest accessible public restroom to the meeting point is about 130 m away in a straight line, from the NYC Open Data public restrooms list.

Provided through Viator and not verified by Inclusable. Ask the supplier about your specific needs before you book.

Itinerary

View itinerary · 7 stops
  1. 1

    Trump, 29, rebuilt his first building here in 1975. His Dad wanted to keep the family business in Queens. Meet the guide in the middle of Grand Central (1913) at the clock/information booth. See the star ceiling which also has the biggest mistake in NYC. Downstairs is a food court that still has the feel of 1913.(15 min)

  2. 2

    Obama, 22, was a corporate journalist at the Business International Corporation. Here at this UN subcontractor, he realized that he's very good at writing and presentation. See the UN down the block. Pass the Daily News Building which was the 'Daily Planet' for Superman in 1978. Also pass Pfizer pharmaceuticals which hands half of our Covid shots.(15 min)

  3. 3

    Both Trump and Obama have a history here. Trump Tower on Park was a hotel from 1929. Today it's 120 condos and 8 penthouses. Obama's 2nd apartment is a mile from here, too. The trip to 339 East 94th Street is too far for the 3-hour walk, but you may return later. He said drug addicts were near his place in 1983. Today, this neighborhood is many doormen buildings.(15 min)

  4. 4

    The signature home of Donald and his three marriages. The apprentice was filmed here. Also see the Plaza Hotel that he rebuilt. He had a cameo there in Home Alone. NYC's first female construction manager supervised the construction site, 1983.(30 min)

  5. 5

    Rebuilding the Wohlman ice rink put Trump in the news in 1986. At Trump Parc (1930) a penthouse sold for $27 million. Hear the highlights of Central Park, built 1857-74. Pass the Zoo that inspired Simon & Garfunkel's 1960s song. Obama once posed for a photo at "The Pond."(30 min)

  6. 6

    The architect Philip Johnson rebuilt the Gulf and Western Building, which is now the Trump International Hotel. Pose at the 1892 monument of Christopher Columbus. See the home of Denzel Washington and the CNN building. Most of the filming of "Taxi Driver" (1975) with Robert DeNiro was here. Also see the big architectural mishap at the Hearst Building.(15 min)

  7. 7

    Most of Obama's four years in NYC were here. He had two apartments. He ate at, the 'Seinfeld' Restaurant; it's still there. He jogged along Riverside drive. For his first night in NYC, he slept in an alleyway. Undergrad student Obama partied in the Village and had a girlfriend in Brooklyn. In 1985, he moved to Chicago. Became a lawyer. Met his wife. The rest is history. Also hear how Columbia University, 1754, is associated with 86 Nobel Prize winners, 'Sgt Carter' from Gomer Pyle and Subway sandwiches. Tourist must pay for the subway here. After the tour, clients may visit Grant's Tomb, which is a 10-minute walk.(1 hr)

Know before you go

  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Travelers should have at least a moderate level of physical fitness

Included

  • Landing and facility fees

Not included

  • Snacks
  • Private transportation
  • Gratuities

Cancellation

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

Nearest accessible public restroom to Meet at the info booth clock in the middle of the station.

The nearest accessible public restroom to Meet at the info booth clock in the middle of the station. is 120 Park Avenue POPS, New York, about 130 m away.

120 Park Avenue POPS · about 130 m away in a straight line

New York, NY (privately owned public space)

Monday to Saturday: 7:30 am-9:30 pm, Sunday: 11:00 am-7:00 pm — Open year round

Source: the NYC Open Data public restrooms list, data as at 30 October 2026. Distances are straight-line, not the walking route, and facilities can change — check before you rely on one.

Location & contact

Area
New York
Meeting point
Meet at the info booth clock in the middle of the station
Contact
The tour operator’s own details aren’t published. Questions about access or your booking go through Viator, which handles the booking and passes your request to the operator.
Get directions to the meeting point

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