Weirdest Things I’ve Seen at NYC Events (That Totally Worked)

party goers on sofa
Photo by RDNE Stock Project

Some people plan events by the book. Others toss the book out the window and start with a fog machine and a guy dressed as a disco lobster.

I’ve been to enough parties in New York to realize that the distinction between “weird” and “wonderful” gets fuzzy fast. Frequently, the most memorable moments will be things no one expected at all. So if you’re looking to put on something unforgettable, take a mental note of these offbeat touches, which inexplicably worked like a charm.

A Silent Karaoke Battle

Yes, the guests wore headphones. Each person picked a different track and sang along, completely unaware of the chaos they were unleashing. From the outside, it was absolute madness. People were shouting lyrics, dancing wildly, totally off-beat from one another. But inside those headphones, it was pure musical bliss that created this hilarious, joyful tension between performer and observer. And strangely, it brought everyone together.

The Moonlight Fortune Teller (in a Kiddie Pool)

This happened at an afterparty during fashion week. Tucked away in a corner was a plastic kiddie pool with a glow-in-the-dark star border. In it, a tarot reader in metallic silver insisted the pool helped her “receive cosmic clarity.” Guests lined up. Nobody blinked an eye. Everybody loved it, not because it particularly made sense, but because it felt unlike everything else around it. That flash-fantastic moment of weirdness is what made it unforgettable.

A Cereal Wall with No Explanations

Imagine this: rows of open cereal boxes flanking a neon-colored wall. No milk. No explanatory signage. Just cereal.  Partygoers stood there deciphering the message like it was a Banksy. At some point, someone started chomping. Then others started, too. It became this accidental icebreaker, total strangers giggling over crispy Froot Loops at midnight. Nothing has to represent anything. Some things just have to put a grin on peoples’ faces. As Andy Warhol famously said, “Art is what you can get away with.”

Synchronized Swimmers in a Fountain

Technically speaking, it was actually a more dramatic splash battle with coordinated caps, but the gist of it was there. This went down at a rooftop gala event. Halfway in, two performers dove into the ornamental fountain and began miming a sequence which resembled Olympic synchronized swimming . . . if the Olympics were at midnight following three espresso martinis. It got messy, it got unpredictable, but it strangely became precisely the energy the party required.

A Photobooth: But Better

I once went to a gallery show whose pieces were impressive but whose hallway photobooth absolutely stole the show. This station was more than the typical digital-filter affair. It employed real film prints, funny props, a wind machine, and an hour-changing background. Every detail was designed to ensnare you and keep the energy going all night. They’d booked one of the best print photobooth rentals in the city, and it raised the ante without diverting focus from the main attraction.

The Takeaway

If you’re going for an event your guests will be telling stories about for years to come, aim for moments that are surprising yet memorable. Surprise is what gets etched into your guests’ minds. Unusual things take guests aback in a positive way. They distinguish your event without overreaching. Regardless of whether your starting point is a rooftop, backyard, or borrowed studio, don’t be afraid to go for it. The more surprising the details, the more everything will seem unique, electric, and unforgettable.

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