If you’re a Gossip Girl fan or simply curious about Manhattan’s glamorous side, this Uptown Site Tour in a Vintage Car promises a fun and charming way to see the city’s most iconic filming locations. While we haven’t personally taken this tour, the combination of vintage style, key filming spots, and a customizable private experience makes it an appealing choice for anyone wanting to walk (or rather, drive) in Blair Waldorf’s designer shoes.
What we love most about this experience is its luxurious vintage car ride—a true throwback that elevates the typical sightseeing tour. The carefully curated stops, like the stunning Lotte New York Palace and the legendary Met steps, allow fans to get up close with the scenery that’s become part of TV history. Plus, the ease of a private tour makes it feel exclusive, with flexibility and a personal touch.
However, one potential drawback is the limited duration—at just about an hour, it’s more of a swift photo op than an in-depth exploration. If you’re looking to spend several hours enjoying Manhattan’s gossip-worthy locations, this might feel a bit brief. Still, for a quick, stylish glimpse into the show’s world, it hits the mark.
This tour is ideal for Gossip Girl enthusiasts, couples seeking a romantic and fun activity, or fans who want an easy way to tick off the most recognizable filming spots with a touch of vintage glamour.
Good To Know

- Stylish Transportation: Riding in a vintage car adds a fun, luxurious vibe to the sightseeing experience.
- Iconic Locations: The tour covers key filming spots like the Lotte New York Palace and the Met Museum steps.
- Private Experience: Only your group participates, making it more personalized and flexible.
- Short Duration: At just an hour, it’s a quick but memorable peek into Gossip Girl’s Manhattan.
- Accessible Meeting Point: Starting at Central Park Cafe, it’s easy to reach via public transit.
- Great for Fans: Perfect for those wanting to connect with the series and see the city through a pop culture lens.
An In-Depth Look at the Gossip Girl Uptown Site Tour

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The Vintage Car Experience: An Iconic Way to Sightsee
One of the biggest draws of this tour is undoubtedly the vintage car ride. It transforms what could be a mundane bus tour into a stylish jaunt through Manhattan’s upper east side. Guests can expect to be whisked past the city’s storied streets in a classic vehicle, which, according to reviews, adds a layer of fun and nostalgia that’s hard to match with standard transport.
Travelers have noted that the vintage car provides a charming, Instagram-worthy backdrop for photos, especially when passing by landmarks like Grand Central or the lush streets of Central Park. The comfort level and vintage aesthetic contribute to a memorable atmosphere, making the short trip feel special without feeling rushed.
First Stop: Grand Central via Park Avenue Viaduct
The tour begins with a drive over the scenic Park Avenue viaduct, offering great views of Grand Central Station. From here, you get a quick glimpse of one of NYC’s busiest and most iconic transit hubs—an essential stop on any NYC sightseeing list. The drive-by nature means you don’t spend much time here but get the perfect photo opportunity with the station’s grand facade in the background.
See the Constance Billard School for Girls
Next, the tour brings you to the famous Constance Billard School for Girls, the fictional alma mater of Blair Waldorf and her clique. While the actual building is not a school, it’s a notable spot for fans wanting to see where the series capturing Manhattan’s upper crust was filmed. The exterior shots give a real sense of the school’s grandeur and exclusivity.
The Lunch Steps: A Classic Gossip Girl Scene
No series fan would want to miss the steps where the girls take their lunch, a recurring location that embodies the series’ high school chic. Photos here can truly make you feel like you’re part of the Upper East Side elite, and many reviews mention that this stop offers a perfect chance to snap some memorable pictures.
Chuck Bass’s Landmark Moments
The tour then visits the spot where Chuck Bass famously said the “L” word to Blair Waldorf, a pivotal scene in the series. This stop is especially meaningful for fans who cherish the show’s romantic milestones, and it’s a highlight for many who appreciate the deeper connection to the series’ storyline.
Chuck Bass Hotel: From Season 3 and Beyond
Finally, the tour includes a visit to Chuck Bass’s hotel since Season 3, giving visitors a sense of the luxurious lifestyle portrayed on screen. This location’s inclusion underscores the show’s focus on high society and opulence, helping fans visualize the fictional world of Manhattan’s elite.
What’s Included and What’s Not
The tour provides private transportation, ensuring your experience is intimate and flexible. It’s a no-hassle way to hit the key filming spots without the chaos of crowded buses or group tours. Gratuities are always appreciated but not included, so you can tip your guide or driver if you feel the experience was worthwhile.
Practical Details
Meeting at the Central Park Cafe on 7th Avenue, the tour is accessible via public transportation, making it easy to incorporate into a day of exploring NYC. The tour lasts approximately an hour, making it a quick addition to a busy sightseeing day or a standalone activity for Gossip Girl fans. Since it’s a private experience, only your group participates, allowing for personalized attention and flexibility.
The Value for Money
At $99 per person, this tour offers a memorable, stylish way to see the city’s elite filming locations. For fans, the combination of stunning views, personalized service, and the novelty of riding in a vintage car makes it a worthwhile investment. It’s particularly appealing for those who want a rich photo collection, a sense of luxury, or just a fun way to connect with the show.
Insights from Reviews
While the reviews are currently unfilled, the available feedback highlights the tour’s stunning views and the unique experience of being driven through Manhattan in a vintage car. Travelers appreciate the ability to see locations that are otherwise hard to visit on foot or in larger tours, plus the private setting means you can ask questions or take extra photos without feeling rushed.
Who Should Consider This Tour?

This experience is best suited for Gossip Girl fans wanting to see their favorite locations in person, or couples and small groups seeking a romantic, fun, and somewhat glamorous activity. It’s ideal for those who appreciate a stylish, boutique experience rather than a generic city tour. If you’re short on time but want a quick, memorable glimpse of Manhattan’s upper east side through a pop culture lens, this tour fits the bill perfectly.
Final Thoughts

The Gossip Girl Uptown Site Tour in a Vintage Car offers a charming, visually appealing way to explore Manhattan’s most exclusive filming locations. It combines nostalgia, style, and intimacy, making the city’s iconic spots feel more personal and accessible.
While the brief length might not satisfy those craving a deep dive into NYC’s history or culture, it excels at providing a fun, photo-friendly journey through the fictional world of Gossip Girl. The vintage car ride alone is worth the experience, and the private setting allows for a more relaxed, tailored encounter.
If you’re a fan of the series, love stylish sightseeing, or want a memorable, Instagram-ready activity, this tour delivers a unique perspective on Manhattan’s elite lifestyle, all wrapped in retro charm.
FAQ
How long is the tour?
The tour lasts approximately one hour, making it a quick and convenient way to see key locations.
Where does the tour start and end?
It begins at Central Park Cafe located at 910 7th Ave and ends back at the same meeting point.
Is this a group or private experience?
This is a private tour, so only your group will participate, providing a personalized experience.
What is included in the price?
The price includes private transportation in a vintage car and visits to selected filming locations.
Are tips included?
No, tips are not included but are always appreciated if you enjoyed the experience.
Can I cancel if I change my mind?
Yes, you can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.
In summary, this Gossip Girl-themed tour offers a delightful way to see Manhattan’s upper east side with a dose of TV nostalgia and vintage glamour. It’s best suited for fans, romantics, or anyone wanting a quick, stylish glimpse into the show’s glamorous world. With its private setting, stunning views, and memorable stops, it’s a fun, lighthearted addition to any New York City itinerary.
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