Private Tour in Presidents Obama and Trump's Success in NYC in New York
New York, United States

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

Outty Ranking 473 hoursFrom $95

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September 2026

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Outty Ranking

47/100

Worth a Look. Our proprietary evaluation. How we score

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Quick answer

Is Private Tour in Presidents Obama and Trump's Success in NYC worth booking?

Private Tour in Presidents Obama and Trump's Success in NYC is a 3-hour experience in New York, United States, from $95 per person. It scores 47 out of 100 on the Outty Ranking, which we label “Worth a Look. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
47 / 100
Rating
Not yet rated
Duration
3 hours
From
$95 per person

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

What you get

    About this experience

    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.

    What's included

    Included

    • anding and/or facility fees

    Not included

    • Snacks
    • Private transportation
    • Gratuities

    What you'll see and do

    1. Grand Central Terminal

      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 minutes here

    2. Dag-Hammarskjold Plaza Greenmarket

      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 minutes here

    3. Upper East Side

      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 minutes here

    4. Trump Tower

      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 minutes here

    5. Central Park

      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 minutes here

    6. Columbus Circle

      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 minutes here

    7. Columbia University

      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.

      60 minutes here

    Where it starts and ends

    Meeting point

    New York

    Meet at the info booth clock in the middle of the station.

    Hotel pickup

    Pickup is available for selected locations. Pickup begins about 15 minutes before departure.

    Ends at

    622 West 114th Street, New York, NY

    Options you can book

    • Group Rate

      Walking: Tourist must be ready to walk 3 hours. Duration: 3 hours Talk through NYC. Pickup included

    • Obama and Trump in NYC

      Pickup included

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    IntoursNYC.com

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • 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

    Photos

    Barak Obama, 1983, Columbia University. Age 22Donald Trump, 1986, with his father Frederick Trump at the Wollman Ice Skating Rink, Central Park."The Seinfeld Restaurant" Obama and his college roomate had breakfast here for $2.Ivana and Donald Trump at Trump Tower, 1984.Barak Obama, 1982, with grandfather Stanley Dunham at Central Park.Obama, BA Political Science, 1983, Columbia University.

    Good to know

    Duration
    3 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    Available for selected locations
    Booked in 30 days
    0
    Verdict
    Worth a Look

    Why this scores 47

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)75
    Review evidence (18% weight)0
    Booking momentum (14% weight)0
    Value for money (12% weight)56
    Listing quality (10% weight)63
    Local standing (8% weight)50
    Booking flexibility (8% weight)100

    Private Tour in Presidents Obama and Trump's Success in NYC: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for New York.

    How much does Private Tour in Presidents Obama and Trump's Success in NYC cost?

    +

    Prices start at $95 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in New York usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Private Tour in Presidents Obama and Trump's Success in NYC take?

    +

    Plan for about 3 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in New York is not rushed.

    Is Private Tour in Presidents Obama and Trump's Success in NYC worth it?

    +

    It holds an Outty Ranking of 47 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in New York, and how flexible the cancellation terms are.

    Can I cancel or reschedule Private Tour in Presidents Obama and Trump's Success in NYC?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Private Tour in Presidents Obama and Trump's Success in NYC suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 3-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Tour in Presidents Obama and Trump's Success in NYC?

    +

    Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in New York can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in New York and add a light layer if any part of the 3-hour experience runs outdoors or after sunset.

    Where does Private Tour in Presidents Obama and Trump's Success in NYC start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central New York within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in New York?

    +

    New York has more bookable experiences than any other city on Outty, and the quality spread is brutal. Observation decks are commoditised, so we score them on timed-entry reliability and sunset slots. Food tours and borough walks are where the ranking really separates operators, and the top scores in the city all come from small-group guides. On Outty we rank every New York experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Grand Canyon VIP Helicopter Tour, Half-Day Bus Tour of NYC Top Highlights, NYC Bus Tour of Brooklyn, Bronx, Queens: Art, Food & Sports. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit New York?

    +

    September to early November, and late April through June. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in New York?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

    Ready to lock in your spot?

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