If you’re curious about the journey of one of America’s most well-known—and sometimes controversial—figures, then The Tour D’Trump might be just what you’re looking for. Promoted as a walk through Midtown Manhattan that covers everything from Trump Tower to Wollman Rink, this experience offers a lively mix of history, pop culture, and humorous storytelling. It’s a compelling way to see the city through a different lens, especially if you’re interested in how real estate, ambition, and celebrity intersect in New York.
What really draws us to this tour are a couple of standout features. First, the knowledgeable guides really make the experience. They don’t just recite facts—they weave a captivating narrative that makes the city’s landmarks tell stories about Donald Trump’s rise. Second, the added elements like trivia, quizzes, and even dance lessons keep the energy high and the tour interactive. It’s not your typical dry history walk; it’s more like a lively adventure with some surprises along the way.
That said, there are a few things to consider. The tour is not suitable for children under 16 or those with mobility issues, which might limit some visitors. Plus, if you’re expecting a deeply political or comprehensive biography, this is more of a themed tour that combines landmarks with fun facts, rather than an in-depth political history. This experience works best for those who enjoy engaging storytelling, light-hearted entertainment, and a bit of celebrity gossip.
If you’re a traveler curious about American culture, New York landmarks, or just looking for an entertaining way to spend a couple of hours, this tour could be a good pick. It’s especially suited for visitors who appreciate humor, trivia, and a lively atmosphere in their sightseeing.
Key Points

- Unique theme: Focuses on Donald Trump’s journey from Queens to the White House.
- Interactive elements: Quizzes, trivia, dance lessons, and surprise guests keep things lively.
- Knowledgeable guides: Walk away with insightful stories and context about the landmarks.
- Cost-effective: At $45, it offers a fun and engaging experience without breaking the bank.
- Not for everyone: Not suitable for kids under 16 or travelers with mobility issues.
- Location convenience: Starts near 54th & 6th Ave, easy to access in Midtown Manhattan.
A Detailed Look at the Tour Experience

Starting Point and Accessibility
Meeting at the fountains on the northwest corner of 54th and 6th Avenue makes this tour easily accessible for most visitors staying in Midtown. The location is central, close to many hotels and other attractions, which is convenient if you’re planning a busy day of sightseeing. The tour lasts 1.5 hours, so it’s a perfect fit for a morning or afternoon activity—especially if you’re looking to break up longer explorations.
What the Tour Covers
The journey begins at Trump Tower, the building that launched Donald Trump into the spotlight. Here, the guide shares stories about the tower’s construction, Trump’s residence, and his early moves in real estate. It’s fascinating to hear how this landmark became a symbol of Trump’s ambitions—”We loved the way the guide connected the history of the tower to Trump’s rise,” a past participant noted.
Next, you’ll visit The Plaza, a luxurious landmark that Trump bought and played a key role in. This stop offers a glimpse into the world of high-stakes property deals and the celebrity lifestyle Trump embraced. Tour participants often find it interesting to hear about Trump’s involvement with this iconic hotel and how it played into his business image.
Wollman Rink and the Personal Touches
Perhaps the most fun part of the tour is the visit to Wollman Rink, where the guide highlights how Trump, who initially learned that only he could fix the skating rink, took on the challenge and made it a success. It’s a relatable story of resilience and problem-solving, showing a more personal side of Trump’s character that many may not expect.
Throughout the walk, your guide sprinkles in quizzes, trivia, and movie reenactments—adding humor and engagement that keep everyone involved. The promises of surprises and even dance lessons might seem odd, but they contribute to a lively, memorable experience. One reviewer mentioned, “It’s like an interactive history lesson mixed with comedy and surprises—you don’t know what’s coming next, but it’s fun!”
Additional Elements and Entertainment
The tour isn’t just about landmarks; it includes pop culture references and a surprise guest, which adds an element of unpredictability that many visitors appreciate. This isn’t a traditional history walk; it’s a playful, energetic approach that balances storytelling with entertainment.
Guide Quality and Tour Atmosphere
Participants consistently praise the knowledge of the guides, who seem well-versed in both Trump’s history and New York City’s culture. They keep the tone light and humorous, making even complex or sensitive topics approachable. As one reviewer pointed out, “The guide’s stories made the landmarks come alive—I felt like I was part of the story rather than just a tourist.”
Price and Value
At $45 per person, the tour is reasonably priced considering the interactive format, insider stories, and the entertainment-packed approach. It’s a short activity—just an hour and a half—but packed with enough content and fun to justify the cost. Given what you get—landmark visits, trivia, entertainment, and expert guides—it’s a decent deal for a memorable experience.
Limitations and Considerations
While the tour is lively and engaging, it’s important to remember it isn’t ideal for children under 16 or those with mobility issues. The walking pace is easy, but some stops may involve standing for a while or navigating uneven sidewalks. Also, this isn’t a comprehensive political history but more of a themed exploration blending landmarks with stories of Trump’s rise.
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Who Is This Tour Best For?

This experience is perfect for travelers who enjoy interactive and humorous tours. If you’re curious about the story behind Trump’s rise and want to see some iconic Manhattan landmarks with an entertaining twist, you’ll likely enjoy this. It’s especially suited for those who appreciate storytelling, trivia, and a bit of spectacle in their sightseeing.
If you’re traveling with older teens or adults interested in American politics or celebrity culture, this could add a fun layer to your NYC trip. However, if you’re searching for a deep political or historical analysis, you might want to look elsewhere.
Final Thoughts
The Tour D’Trump offers a unique, lively, and engaging way to explore some of Midtown Manhattan’s most famous sites through the lens of one of America’s most recognized figures. The mix of landmarks, humor, trivia, and storytelling makes this experience stand out from standard walking tours. The guides’ knowledge and the interactive elements ensure participants stay engaged and entertained.
For those who enjoy a bit of lighthearted history with their sightseeing, this tour hits the right notes. It’s particularly great if you’re interested in understanding how ambition and real estate shaped Trump’s rise, all while having some fun along the way.
While it might not be suited for young children or those seeking a serious political deep dive, it’s a good choice for curious travelers who appreciate humor, storytelling, and iconic NYC landmarks. At $45, it’s also an accessible way to add a memorable, quirky experience to your New York itinerary.
NYC: The Tour D’Trump, Walking Tour
FAQ
Is this tour suitable for children under 16?
No, the tour is not recommended for children under 16, as it involves walking and storytelling geared toward an older audience.
Where does the tour start?
It begins at the public space by the fountains on the northwest corner of 54th and 6th Ave, just across 54th street from the NY Hilton.
How long is the tour?
The tour lasts approximately 1.5 hours, making it a manageable activity for most travelers.
Is there any transportation involved?
No, it’s a walking tour, so you’ll be on your feet for the duration.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.
What’s included in the price?
The price covers the guided walk, trivia, quizzes, dance lessons, and entertainment elements. There are no additional fees mentioned.
Is the guide knowledgeable?
Yes, reviews highlight the guides’ expertise and engaging storytelling, which greatly enhances the experience.
If you’re after a fun, lively way to learn about a colorful slice of NYC history with a pop culture twist, The Tour D’Trump could be a good fit. Just keep in mind its lighthearted approach and specific audience. Happy exploring!
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