Welcome, listeners, to Things to Do in New York City with me, Oly Bennet—the globe-trotting, sport-loving explorer who always has a wild story up his sleeve! It’s Sunday, September 21, 2025, and the Big Apple is pulsing with energy, quirky events, and cool surprises. The city’s skies are clear, temperatures are breezy in the high 60s—perfect for both outdoor adventure and epic people-watching. Whether you’re a music maniac, a parade lover, a family on a donut mission, or just here for the electric chaos, today’s lineup will have you sprinting from borough to borough with a grin wider than the Manhattan Bridge.
Right in Midtown, 41st Street is turning up the volume for the Communities Together: NY Social Justice & Music Festival. This free block-long bash runs 10am to 5pm, with passionate performances, community art, and enough positive energy to power a subway car. Activists, artists, and everyday New Yorkers are coming together to dance, debate, and prove that when this city joins hands, it doesn’t just move—it grooves.
Down in Brooklyn, bus buffs and nostalgia hounds can roll into the New York Transit Museum’s Bus Festival at Brooklyn Bridge Park. You can climb vintage buses, meet the city’s bus legends, and snap the Manhattan skyline while learning about the evolution of NYC’s iconic wheels. Younger listeners: rumor has it you just might catch the 25-foot-tall Pillsbury Doughboy popping up alongside the buses. Go poke that belly for that legendary Hoo Hoo laugh, crush a warm cinnamon roll, and score surprises you never knew you needed.
Forgotten socks beware: Prospect Park is hosting the Kahani Field Day, a vibrant celebration of South Asian culture with free halal food, games, and tasty bites galore. Family fun, cultural activities, and a giant open invite—just the sort of thing that makes NYC a mosaic of marvelous mayhem.
If you’re itching for thumping beats, head to Experts Only Festival NYC on Randall’s Island, where global dance legend John Summit mans the decks alongside headliners, jaw-dropping stage talent, and 50,000 festival fans. Two stages, wild light shows, and a talking point for your next brunch—this festival is the Gen Z cultural moment NYC’s been waiting for.
Music fans, parade enthusiasts, and the ice-cream-obsessed won’t want to miss the Mexican Independence Day Parade zipping down Madison Avenue, packed with mariachi, cumbia, dancers, and lowrider cars, or catch the roving Mister Softee truck in McCarren Park this afternoon for free ice cream and a collectible magazine.
Switching to local scoops: Today marks the last call for Coconut Cult’s Collab Lab in SoHo, where yogurt gets the pop-art treatment. Tomorrow’s buzz? Herald Square will become Curl Central with Curlsmith’s “It’s a Curl’s World Pop-Up”—freebies galore, interactive photo booths, and serious curlspiration for all my fellow sports fans rocking the wildest hairdos.
For must-do adventures: swing by the high-energy Flower Market at Rockefeller Plaza for CJ Hendry’s riotous riot of blooms and color, or chase the hidden corners of history with a kid-friendly scavenger hunt at Dyckman Farmhouse Museum up in Inwood. Sports fan tip—if you want an epic selfie, head to the Harlem River Event Lawn behind Icahn Stadium for epic festival crowds and dazzling dance vibes.
Local tip from Oly: If you’re taking the subway today, hold onto your MetroCard—a wave of cute pop-up performances is erupting underground, courtesy of up-and-coming buskers throwing down everything from jazz jams to breakdancing. Skip the rush-hour push and take the express; you’ll catch more of New York’s soulful heartbeat.
Don’t miss tomorrow’s lineup: Curlsmith pop-up takes over Herald Square, and Wicked: For Good brings theater magic to life with an immersive showcase in Manhattan. Tune in for more city escapades—and trust me, listeners, tomorrow’s shenanigans will be even zanier!
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