NYC: The Tour D’Trump, Walking Tour

Walking tours in New York City are plentiful, but few manage to combine entertainment, history, and a bit of scandal quite like The Tour D’Trump. This 1.5-hour adventure promises to take you through the key moments of Donald Trump’s rise from a Queens kid to the President of the United States, all while keeping things lively with trivia, dance lessons, and surprises.

What we love about this tour is how it’s designed to entertain while still imparting interesting facts about one of America’s most controversial figures. The energetic guides, like the well-informed and personable staff from NYC Tour Guys, have a knack for blending humor with historical insights. The stops at Trump Tower, The Plaza, and Wollman Rink aren’t just landmarks—they’re stories in themselves, recontextualized for a modern audience.

One aspect to consider is that the tour is quite fast-paced, so if you’re hoping for an in-depth political history, this might be more about the spectacle and stories behind the man rather than a deep dive. It’s also worth noting that the tour isn’t suitable for children under 16 or those with mobility issues, which can be a factor depending on your group.

This tour is a perfect pick for those interested in a quirky, humorous take on NYC’s most talked-about personality, ideal for visitors who enjoy a mix of culture, comedy, and history.

Good To Know

• Unique storytelling: The tour combines historic landmarks with humorous trivia about Donald Trump’s life and career.
• Engaging guides: With lively guides, expect a tour that’s both informative and entertaining.
• Cultural insights: Learn about New York’s landmarks in the context of Trump’s life—think Trump Tower, The Plaza, and Wollman Rink.
• Fun extras: Enjoy dance lessons, quizzes, and surprise guest appearances that add unexpected flavor.
• Value for price: At $45, it offers a memorable, fast-paced experience that includes more than just sightseeing.
• Not for everyone: It’s best for those over 16, with an interest in American politics, celebrity culture, and New York history.

You can check availability for your dates here:

Exploring the Itinerary: What Makes Each Stop Special

Trump Tower

The tour kicks off at Trump Tower, the building where Donald Trump built his empire and launched his political ambitions. Guides share stories about the tower’s significance, not just in real estate, but as a symbol of Trump’s brand. You’ll hear about how he lived there and used the tower as a launchpad for his presidency. As one reviewer notes, the guide’s knowledge makes the story of Trump Tower feel personal and engaging.

The Plaza Hotel

Next, the group heads to The Plaza, a landmark Trump famously bought and where he made a crucial move in his real estate career. The guide recounts the drama behind the purchase and how Trump’s actions at The Plaza contributed to his rising fame, giving a glimpse into his ambitious personality. Visitors find the story of the hotel’s transformation and Trump’s involvement surprisingly captivating.

Wollman Rink

The final stop at Wollman Rink offers a more playful perspective. It’s where Trump famously declared that he could fix it when it was in disrepair. This spot reveals Trump’s confidence and determination—traits that the tour emphasizes throughout. The guide may add humorous anecdotes about Trump’s skating ambitions or how this site symbolizes his desire to fix and control.

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What to Expect During the Tour

The tour is a lively combination of sightseeing, storytelling, and interactive fun. With a meet-up point at the fountains on 54th and 6th Ave, guides are easy to find—friendly, knowledgeable, and ready to entertain. The 1.5-hour journey usually runs in the morning, afternoon, or evening, giving flexibility for different schedules.

Throughout the walk, you’ll be treated to quizzes, trivia, and prizes that keep the experience engaging. For example, participants may be asked fun questions about Trump’s movies or his early life, with small rewards for correct answers. The inclusion of dance lessons adds a quirky touch, making the tour more memorable than a typical history walk.

The guides are adept at weaving in presidential history, New York culture, and the making of Donald Trump—each element adding layers to the overall narrative. Movie reenactments, spontaneous surprises, and a surprise guest help maintain a lively atmosphere.

How the Experience Adds Value for Visitors

In terms of value, the $45 price point is quite reasonable for a tour packed with entertainment, trivia, and local insights. Compared to other NYC experiences, it offers a playful overview of an iconic figure with moments of humor balanced by storytelling. The inclusion of interactive elements like quizzes and dance lessons means you’re not just listening—it’s a participatory experience.

The guides’ knowledge and enthusiasm are highlighted throughout reviews, and this is a major plus. Their ability to tell compelling stories about landmarks like Trump Tower and The Plaza, while tossing in amusing anecdotes, makes the experience worth the price.

However, the tour’s speed and focus on Trump’s persona rather than detailed political history mean it’s best suited for those interested in a lighthearted, entertaining approach rather than an academic exploration.

Practical Details & Tips

Duration & Timing: At 1.5 hours, it’s an easy addition to your day, with options in the morning, afternoon, or evening.

Meeting Point: Near the fountains on the northwest corner of 54th and 6th Ave, a convenient location just across from the NY Hilton.

Cost: $45 per person, including quizzes, trivia, dance lessons, and surprises—pretty good value for a fun, engaging experience.

Group Size: The tour typically runs with a friendly group, making it ideal for those who enjoy a more personal, interactive atmosphere.

Restrictions: Not suitable for children under 16, people with mobility issues, or those over 95—so plan accordingly.

Cancellation & Payment: You can cancel up to 24 hours in advance for a full refund, and booking is flexible with a pay-later option.

Is This Tour Right for You?

If you’re curious about how a Queens native became the most famous man in the world, this tour offers a humorous and engaging overview. It’s perfect for travelers who enjoy political stories, celebrity culture, and New York landmarks presented with a twist of fun. The interactive elements mean it appeals to those who don’t want to just listen but participate in the entertainment.

However, if you’re seeking a detailed political or personal biography, this may be more surface-level than you desire. It’s also not suitable for young children or those with mobility problems, so consider your group’s needs before booking.

Overall, The Tour D’Trump offers a memorable blend of history, humor, and lively storytelling that makes it a standout among NYC walks for those looking for a different kind of sightseeing experience.

Frequently Asked Questions

Is there an age limit for this tour?
Yes, it’s not suitable for children under 16 or for people with mobility impairments.

How long does the tour last?
It lasts approximately 1.5 hours, making it a short but lively activity.

Where do I meet the guide?
At the public space by the fountains on the northwest corner of 54th and 6th Ave, just across from the NY Hilton.

Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.

Is there a way to reserve now and pay later?
Absolutely, you can reserve your spot and pay nothing today, offering flexibility for your planning.

What’s included in the price?
Quizzes, trivia, prizes, dance lessons, and insights into presidential and NYC history—all for $45.

To sum it up, The Tour D’Trump is a lively, entertaining way to explore Manhattan’s key landmarks while gaining a humorous perspective on Donald Trump’s journey. It’s best suited for visitors who enjoy storytelling packed with trivia, interactive fun, and a splash of celebrity culture. If you’re looking for an unconventional, lighthearted experience that’s rich in personality and entertainment, this tour could be just the ticket for your NYC visit.

You can check availability for your dates here: More Great Tours Nearby